Heterocyclic compounds having tachykinin receptor antagonist activity their preparation and their use

BACKGROUND TO THE INVENTION
The present invention relates to a series of new heterocyclic compounds having tachykinin receptor antagonist activity. It also provides methods and compositions using them for therapeutic and prophylactic purposes, as well as processes for their preparation and intermediates used in their preparation.
The presence in the mammalian body of the various forms of tachykinin is associated with a variety of diseases and disorders, including respiratory diseases, such as asthma, bronchitis, rhinitis and coughs; allergies; ophthalmic inflammatory diseases, such as conjunctivitis and spring catarrh; dermal diseases, such as contact dermatitis, atopic dermatosis and urticaria; inflammatory diseases, such as rheumatism and arthrosis deformans; pain, such as migraine, headache and toothache; central nervous system diseases, such as anxiety and Alzheimer's disease; and gastrointestinal diseases, such as colitis; and cystitis; and many others. Inhibition of the activity of these forms of tachykinin will, therefore, result in a new therapy and/or prophylaxis for these diseases and disorders.
The compounds of the present invention exhibits antagonism generally to tachykinin receptors, but especially to the receptors for substance P (which receptors are generally referred to as "neurokinin 1 receptors"--NK.sub.1) and the receptors for neurokinin A (which receptors are generally referred to as "neurokinin 2 receptors"--NK.sub.2). It is a particular advantage of the compounds of the present invention that they exhibit antagonism to both of these receptors, a so-called "dual effect".
Compounds which are structurally close to those of the present invention are disclosed in FR 2729952, FR 2729953 and FR 2729954. However, these are selective for the NK.sub.1 receptors and none of these compounds exhibits the dual effects of the compounds of the present invention.
A few low molecular weight non-peptide compounds are known to exhibit antagonism to both of these receptors, for example some of the compounds disclosed in WO 9429309 (1994), WO 9417045 (1994), WO 9426735 (1994) and WO 9528389 (1995) exhibit such an effect. Typical examples of compounds which are disclosed in these documents are: ##STR2##
However, oral absorption of these compounds is poor. As a result, these prior art compounds cannot be administered by mouth and must be administered parenterally, for example by injection. It is well known in the medical field that administration of any drug by injection is undesirable, as either the patient must be trained (and some patients are inherently untrainable) or the drug must be administered by experienced staff, which is expensive and inconvenient both for the patient and the staff.
There is, therefore, a need for a new tachykinin receptor antagonist which exhibits the aforementioned dual effects, and which has good oral absorption and a low toxicity.
We have now discovered a series of new compounds which exhibit an activity against the NK.sub.1 receptors which is at least equal to that of the prior art compounds showing a dual effect and which unexpectedly exhibit a much stronger activity against the NK.sub.2 receptors.
BRIEF SUMMARY OF INVENTION
It is, therefore, an object of the present invention to provide a series of new heterocyclic compounds.
It is a further, and more specific, object of the present invention to provide such compounds which exhibit antagonism to tachykinin receptors.
It is a still further, and more specific, object of the present invention to provide such compounds which exhibit antagonism to those tachykinin receptors known as NK.sub.1 and NK.sub.2.
It is a still further, and more specific, object of the present invention to provide certain of such compounds which exhibit greatly improved activity.
Other objects and advantages of the present invention will become apparent as the description proceeds.
The compounds of the present invention are those compounds of formula (I): ##STR3## and the quaternary ammonium derivative thereof of formula (Ia): ##STR4## wherein: R.sup.1 and R.sup.2 are the same as or different from each other, and each represents a carbocyclic aryl group or an aromatic heterocyclic group, said aryl group and said heterocyclic group being unsubstituted or being substituted by at least one substituent preferably selected from the group consisting of substituents .alpha., defined below.
A represents a methylene group, a carbonyl group or a sulfonyl group;
B represents a single bond between the groups represented by A and R.sup.1, an alkylene group having from 1 to 4 carbon atoms or an alkenylene group having from 2 to 4 carbon atoms;
D represents an oxygen or sulfur atom;
E represents an alkylene group having from 1 to 6 carbon atoms, a haloalkylene group having from 1 to 6 carbon atoms, a cycloalkane-1,1-diyl group having from 3 to 6 carbon atoms, a cycloalkane-1,1-diylmethyl group having from 3 to 6 carbon atoms in the cycloalkane part, or a cycloalkane-1,1-di(ylmethyl) group having from 3 to 6 carbon atoms in the cycloalkane part;
G represents an alkylene group having from 1 to 4 carbon atoms or an alkenylene group having from 2 to 4 carbon atoms;
L represents a group of formula --N(R.sup.3)-- or a group of formula --C(R.sup.4)(R.sup.5)--
wherein R.sup.3 represents a carbocyclic aryl group or an aromatic heterocyclic group, said aryl group and said aromatic heterocyclic group being unsubstituted or being substituted by at least one substituent preferably selected from the group consisting of substituents .alpha., defined below,
R.sup.4 represents a hydrogen atom, a carbocyclic aryl group or an aromatic heterocyclic group, said aryl group and said aromatic heterocyclic group being unsubstituted or being substituted by at least one substituent preferably selected from the group consisting of substituents .alpha., defined below, and
R.sup.5 represents a group of formula --CO--R.sup.6, an alkyl group having from 1 to 6 carbon atoms, an alkoxy group having from 1 to 6 carbon atoms, an amino group, an acylamino group, an alkyl group which has from 1 to 6 carbon atoms and which is substituted by an acylamino group, an acylamino group whose nitrogen atom is substituted with an alkyl group having from 1 to 6 carbon atoms, a hydroxy group, a hydroxyalkyl group having from 1 to 6 carbon atoms, an alkoxyalkyl group in which the alkoxy and alkyl parts each has from 1 to 6 carbon atoms, or an aralkyloxyalkyl group having from 1 to 6 carbon atoms in the oxyalkyl part, and in which the aralkyl part is an alkyl group which has from 1 to 4 carbon atoms and which is substituted by from 1 to 3 carbocyclic aryl groups which are unsubstituted or which are substituted by at least one substituent preferably selected from the group consisting of substituents .alpha., defined below,
wherein R.sup.6 represents an alkyl group having from 1 to 6 carbon atoms, an alkoxy group having from 1 to 6 carbon atoms, a group of formula --NR.sup.a R.sup.b, a carbocyclic aryl group or a heterocyclic group, said aryl group and said heterocyclic group being unsubstituted or being substituted by at least one substituent preferably selected from the group consisting of substituent .alpha., defined below
wherein R.sup.a represents a hydrogen atom, an alkyl group having from 1 to 6 carbon atoms, an alkoxy group having from 1 to 6 carbon atoms, an aliphatic carboxylic acyl group having from 1 to 6 carbon atoms, an alkanesulfonyl group having from 1 to 6 carbon atoms, a haloalkanesulfonyl group having from 1 to 6 carbon atoms, a cycloalkyl group having from 3 to 8 carbon atoms, a carbocyclic aryl group which is unsubstituted or which is substituted by at least one substituent preferably selected from the group consisting of substituents .alpha., defined below, or an aralkyl group in which an alkyl group having from 1 to 4 carbon atoms is substituted by from 1 to 3 carbocyclic aryl groups as defined above, and
R.sup.b represents a hydrogen atom, an alkyl group having from 1 to 6 carbon atoms, an alkoxy group having from 1 to 6 carbon atoms, an aliphatic carboxylic acyl group having from 1 to 6 carbon atoms, an alkanesulfonyl group having from 1 to 6 carbon atoms, a haloalkanesulfonyl group having from 1 to 6 carbon atoms, a cycloalkyl group having from 3 to 8 carbon atoms, a carbocyclic aryl group or an aromatic heterocyclic group, said aryl group and said aromatic heterocyclic group being unsubstituted or being substituted by at least one substituent preferably selected from the group consisting of substituents .alpha., defined below, or an aralkyl group in which an alkyl group having from 1 to 4 carbon atoms is substituted by from 1 to 3 carbocyclic aryl groups as defined above,
or
R.sup.a and R.sup.b together with the nitrogen atom to which they are attached represent a nitrogen-containing heterocyclic group,
or
R.sup.4 and R.sup.5 together with the carbon atom to which they are attached represent a cycloalkyl or heterocyclic group having from 5 to 10 ring atoms, said group being unsubstituted or being substituted by at least one substituent selected from the group consisting of substituents .beta., defined below, and said heterocyclic group having a single hetero-atom selected from the group consisting of nitrogen, oxygen and sulfur atoms, or R.sup.4 and R.sup.5 together with the carbon atom to which they are attached represent a cycloalkyl or heterocyclic group as defined above which is fused to a carbocyclic aryl group or an aromatic heterocyclic group, said aryl group and said aromatic heterocyclic group being unsubstituted or being substituted by at least one substituent preferably selected from the group consisting of substituents .alpha., defined below;
R.sup.7 represents an alkyl group having from 1 to 6 carbon atoms; and
said substituents .alpha. are selected from the group consisting of halogen atoms, alkyl groups having from 1 to 6 carbon atoms, haloalkyl groups having from 1 to 6 carbon atoms, alkoxy groups having from 1 to 6 carbon atoms, aliphatic carboxylic acyl groups having from 1 to 6 carbon atoms, alkanesulfonyl groups having from 1 to 6 carbon atoms, haloalkanesulfonyl groups having from 1 to 6 carbon atoms, hydroxy groups, carboxy groups, alkoxycarbonyl groups having from 1 to 6 carbon atoms in the alkoxy part, acylamino groups having from 1 to 6 carbon atoms, alkanesulfonylamino groups having from 1 to 6 carbon atoms, haloalkanesulfonylamino groups having from 1 to 6 carbon atoms, amino groups, cyano groups, and alkylene groups having from 1 to 8 carbon atoms (to form a cycloalkyl group fused with the aryl or heterocyclic ring);
said substituents .beta. are:
when substituting a carbon atom, oxo groups,
when substituting a nitrogen atom, selected from the group consisting of aliphatic acyl groups, alkanesulfonyl groups having from 1 to 6 carbon atoms, alkyl groups having from 1 to 6 carbon atoms which are unsubstituted or are substituted by at least one substituent preferably selected from the group consisting of substituents .gamma., defined below, carbocyclic aryl groups which are unsubstituted or are substituted by at least one substituent preferably selected from the group consisting of substituents .alpha., defined above, and aralkyl groups in which an alkyl group having from 1 to 4 carbon atoms is substituted by from 1 to 3 carbocyclic aryl groups as defined above,
and, when substituting a sulfur atom, one or two oxygen atoms to form a sulfoxide or sulfone group; and
said substituents .gamma. are selected from the group consisting of halogen atoms, alkoxy groups having from 1 to 6 carbon atoms, aliphatic carboxylic acyl groups having from 1 to 6 carbon atoms, alkanesulfonyl groups having from 1 to 6 carbon atoms, haloalkanesulfonyl groups having from 1 to 6 carbon atoms, hydroxy groups, carboxy groups, alkoxycarbonyl groups having from 1 to 6 carbon atoms in the alkoxy part, acylamino groups having from 1 to 6 carbon atoms, amino groups, and cyano groups;
and pharmaceutically acceptable salts and esters thereof.
The invention also provides a composition for the treatment or prophylaxis of central nervous system diseases, neurodegenerative diseases, respiratory diseases, inflammatory diseases, allergies, hypersensitivity diseases, ophthalmological diseases, skin diseases, addictions, somatic diseases caused by stress, sympathetic reflex dystrophy, dysthymia, undesirable immune reactions, diseases relating to immunopotentiation, digestive diseases, emesis, urinary bladder functional diseases, eosinophilia, diseases caused by abnormal blood flow, and pain, which comprises an effective amount of a compound of formula (I) or (Ia), or a pharmaceutically acceptable salt or ester thereof, in admixture with a pharmaceutically acceptable carrier or diluent.
The invention still further provides a method for the treatment or prophylaxis of a disease or disorder selected from the group consisting of central nervous system diseases, neurodegenerative diseases, respiratory diseases, inflammatory diseases, allergies, hypersensitivity diseases, ophthalmological diseases, skin diseases, addictions, somatic diseases caused by stress, sympathetic reflex dystrophy, dysthymia, undesirable immune reactions, diseases relating to immunopotentiation. digestive diseases, emesis, urinary bladder functional diseases, eosinophilia, diseases caused by abnormal blood flow, and pain, which comprises administering to an animal (which may be human) suffering from or susceptible to said disease or disorder an effective amount of a compound of formula (I) or (Ia), or a pharmaceutically acceptable salt or ester thereof.
The invention also provides a compound of formula (Iz): ##STR5## wherein: J represents an alkylene group having from 1 to 6 carbon atoms;
Ar represents a carbocyclic aryl group or aromatic heterocyclic group fused to the ring containing J and S, said aryl group and said aromatic heterocyclic group being unsubstituted or being substituted by at least one substituent preferably selected from the group consisting of substituents .alpha., defined above;
R.sup.14' represents a hydrogen atom or an amino-protecting group; and
S*.fwdarw.O represents a sulfoxide group in which the sulfur atom in the S-configuration.
DETAILED DESCRIPTION OF INVENTION
Where R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.6, R.sup.a, R.sup.b, Ar or substituent .beta. represents a carbocyclic aryl group, this has from 5 to 14, preferably from 6 to 14, more preferably from 6 to 10, and most preferably 6 or 10, ring carbon atoms. The group may have a single aromatic ring or it may have two or more fused aromatic rings. The group may be unsubstituted or it may be substituted by one or more substituents selected from the group consisting of substituents .alpha., defined above and exemplified below. There is no particular restriction on the number of substituents, except such as may be imposed by the number of substitutable positions, and sometimes by steric constraints. However, in general, where the group is substituted, we prefer from 1 to 3 substituents. Examples of the unsubstituted groups include the phenyl, 1-naphthyl, 2-naphthyl, indenyl, phenanthrenyl and anthracenyl groups, of which the phenyl and naphthyl groups are preferred, the phenyl group being most preferred.
Examples of substituted groups include the 2-methoxyphenyl, 3-methoxyphenyl, 4-methoxyphenyl, 2,4-dimethoxyphenyl, 2,3-dimethoxyphenyl, 2,5-dimethoxyphenyl, 3,4-dimethoxyphenyl, 3,5-dimethoxyphenyl, 2,6-dimethoxyphenyl, 3,4,5-trimethoxyphenyl, 2,4,5-trimethoxyphenyl, 2,3,4-trimethoxyphenyl, 2,3,5-trimethoxyphenyl, 2,3,6-trimethoxyphenyl, 2,4,6-trimethoxyphenyl, 2-ethoxyphenyl, 3-ethoxyphenyl, 4-ethoxyphenyl, 2-isopropoxyphenyl, 3-isopropoxyphenyl, 4-isopropoxyphenyl, 2-methylphenyl 3-methylphenyl, 4-methylphenyl, 2,4-dimethylphenyl, 2,3-dimethylphenyl, 2,5-dimethylphenyl, 3,4-dimethylphenyl, 3,5-dimethylphenyl, 2,6-dimethylphenyl, 3,4,5-trimethylphenyl, 2,4,5-trimethylphenyl, 2,3,4-trimethylphenyl, 2,3,5-trimethylphenyl, 2,3,6-trimethylphenyl, 2,4,6-trimethylphenyl, 2-chlorophenyl, 3-chlorophenyl, 4-chlorophenyl, 2,4-dichlorophenyl, 2,3-dichlorophenyl, 2,5-dichlorophenyl, 3,4-dichlorophenyl, 3,5-dichlorophenyl, 2,6-dichlorophenyl, 3,4,5-trichlorophenyl, 2,4,5-trichlorophenyl, 2,3,4-trichlorophenyl, 2,3,5-trichlorophenyl, 2,3,6-trichlorophenyl, 2,4,6-trichlorophenyl, 2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl, 2,4-difluorophenyl, 2,3-difluorophenyl, 3,4-difluorophenyl, 3,5-difluorophenyl, 2,6-difluorophenyl, 3,4,5-trifluorophenyl, 2,4,5-trifluorophenyl, 2-trifluoromethylphenyl, 3-trifluoromethylphenyl, 4-trifluoromethylphenyl, 2,4-bis(trifluoromethyl)phenyl, 2,3-bis(trifluoromethyl)phenyl, 3,4-bis(trifluoromethyl)phenyl, 3,5-bis(trifluoromethyl)phenyl, 2,6-bis(trifluoromethyl)phenyl, 3,4,5-tris(trifluoromethyl)phenyl, 2,4,5-tris(trifluoromethyl)phenyl, 2-acetamidophenyl, 3-acetamidophenyl, 4-acetamidophenyl, 2-methoxycarbonylphenyl, 3-methoxycarbonylphenyl, and 4-methoxycarbonylphenyl groups.
Where substituent .alpha. is an alkylene group having from 1 to 8 carbon atoms, this forms, together with the two carbon atoms of the aryl group to which it is attached, a cycloalkyl group fused to the aryl group. An example of such a fused ring group is the indanyl group.
Where R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.6, R.sup.b, or Ar represents an aromatic heterocyclic group, this is a single ring which has from 5 to 7 ring atoms, of which from 1 to 3 atoms are hetero-atoms selected from the group consisting of nitrogen, oxygen and sulfur atoms, or is a fused ring system in which at least one of the rings is an aromatic heterocyclic group as defined above and the or each other ring is such an aromatic heterocyclic group or a carbocyclic aryl group as defined above. Where there are 3 hetero atoms in the aromatic heterocyclic group, these are preferably all nitrogen atoms or one or two are nitrogen atoms, and, correspondingly, two or one are oxygen and/or sulfur atoms.
Examples of such aromatic heterocyclic groups include the furyl, thienyl, pyrrolyl, azepinyl, pyrrolyl, imidazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, 1,2,3-oxadiazolyl, triazolyl, tetrazolyl, thiadiazolyl, pyranyl, pyridyl, pyridazinyl, pyrimidinyl and pyrazinyl groups. Preferred groups are 5- to 7-membered aromatic heterocyclic groups which have at least one nitrogen atom and optionally one additional nitrogen, oxygen or sulfur atom. Examples of such groups include the pyrrolyl, azepinyl, pyrazolyl, imidazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, 1,2,3-oxadiazolyl, triazolyl, tetrazolyl, thiadiazolyl, pyridazinyl, pyrimidinyl and pyrazinyl groups. Of these, the pyridyl, imidazolyl, oxazolyl, pyrazinyl and thiazolyl groups are more preferred.
Such an aromatic heterocyclic group may form a fused ring with another cyclic group, and examples of such fused ring systems include the indolyl, benzofuryl, benzothienyl, benzoxazolyl, benzoimidazolyl, isoquinolyl, quinolyl and quinoxalyl groups.
These aromatic heterocyclic groups may be unsubstituted or they may be substituted by one or more substituents selected from the group consisting of substituents .alpha., defined above and exemplified below. There is no particular restriction on the number of substituents, except such as may be imposed by the number of substitutable positions, and sometimes by steric constraints. However, in general, where the group is substituted, we prefer from 1 to 3 substituents.
Alternatively, R.sup.6 may represent a non-aromatic (preferably saturated) heterocyclic group, this may have from 5 to 7 ring atoms, of which from 1 to 3 may be hetero-atoms selected from the group consisting of nitrogen, oxygen and sulfur atoms, at least one preferably being nitrogen. Examples of such groups include the pyrimidinyl, piperidinyl, piperazinyl, N-methylpiperazinyl, morpholinyl, thiomorpholinyl, oxazolidinyl, thiazolidinyl, diazolidinyl, oxolanyl, thiolanyl and perhydropyridyl groups.
Where B or G represents an alkylene group having from 1 to 4 carbon atoms, this may be a straight or branched chain group having from 1 to 4 carbon atoms, and examples include the methylene, methylmethylene, ethylene, propylene, trimethylene, tetramethylene, 1-methyltrimethylene, 2-methyltrimethylene and 3-methyltrimethylene groups, of which we prefer the straight or branched chain alkylene groups having from 1 to 3 carbon atoms, more preferably the straight or branched chain alkylene groups having 2 or 3 carbon atoms, and most preferably the ethylene or trimethylene group.
Where B or G represents an alkenylene group having from 2 to 4 carbon atoms, this may be a straight or branched chain group having from 2 to 4 carbon atoms, and examples include the ethylene, 2-propenylene, 1-methyl-2-propenylene, 2-methyl-2-propenylene, 2-ethyl-2-propenylene and 2-butenylene groups, of which we prefer the ethenylene, 2-propenylene and 3-butenylene groups, more preferably the ethenylene or 2-propynylene group.
Where E or J represents an alkylene group having from 1 to 6 carbon atoms, this may be a straight or branched chain group having from 1 to 6 carbon atoms, and examples include the methylene, methylmethylene, ethylene, propylene, trimethylene, tetramethylene, 1-methyltrimethylene, 2-methyltrimethylene, 3-methyltrimethylene, pentamethylene, hexamethylene, 1,1-dimethyltrimethylene, 2,2-dimethyltrimethylene, 1,1-dimethyltetramethylene and 2,2-dimethyltetramethylene groups, of which we prefer the straight or branched chain alkylene groups having from 1 to 4 carbon atoms, more preferably the methylene or ethylene group.
E may also represent a haloalkylene group having from 1 to 6 carbon atoms and substituted by from 1 to 3 halogen atoms, preferably selected from the group consisting of fluorine, chlorine, bromine and iodine atoms, in which the alkylene group may be any of the unsubstituted alkylene groups exemplified above.
Where E represents a cycloalkane-1,1-diyl group having from 3 to 6 carbon atoms, this is a group of formula ##STR6## where m is an integer from 2 to 5. Where E represents a cycloalkane-1,1-diylmethyl group having from 3 to 6 carbon atoms in the cycloalkane part, this is a group of formula ##STR7## wherein m is as defined above. Where E represents a cycloalkane-1,1-di(ylmethyl) group having from 3 to 6 carbon atoms in the cycloalkane part, this is a group of formula ##STR8## wherein m is as defined above.
Examples of these groups include the cyclopropane-1,1-diyl, cyclobutane-1,1-diyl, cyclopentane-1,1-diyl, cyclohexane-1,1-diyl, cyclopropane-1,1-diylmethyl, cyclobutane-1,1-diylmethyl, cyclopentane-1,1-diylmethyl, cyclohexane-1,1-diylmethyl, cyclopropane-1,1-di(ylmethyl), cyclobutane-1,1-di(ylmethyl), cyclopentane-1,1-di(ylmethyl) and cyclohexane-1,1-di(ylmethyl) groups, of which we prefer the cyclopropane-1,1-diyl, cyclobutane-1,1-diyl, cyclopropane-1,1-diylmethyl and cyclobutane-1,1-diylmethyl groups.
Where R.sup.5, R.sup.6, R.sup.7, R.sup.a, R.sup.b, substituent .alpha. or substituent .beta. represents an alkyl group having from 1 to 6 carbon atoms, this may be a straight or branched chain alkyl group having from 1 to 6, carbon atoms, and examples include the methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, t-butyl, pentyl, isopentyl, 2-methylbutyl, neopentyl, 1-ethylpropyl, hexyl, isohexyl, 4-methylpentyl, 3-methylphenyl, 2-methylpentyl, 1-methylpentyl, 3,3-dimethylbutyl, 2,2-dimethylbutyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,3-dimethylbutyl and 2-ethylbutyl groups, preferably straight or branched chain alkyl groups having from 1 to 4 carbon atoms, such as the methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl and t-butyl groups, of which the methyl and ethyl groups are preferred.
Where R.sup.5, R.sup.6, R.sup.a, R.sup.b, substituent .gamma. or substituent .alpha. represents an alkoxy group having from 1 to 6 carbon atoms, this may be a straight or branched chain alkoxy group having from 1 to 6 carbon atoms, and examples include the methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, sec-butoxy, t-butoxy, pentyloxy, isopentyloxy, 2-methylbutoxy, neopentyloxy, 1-ethylpropoxy, hexyloxy, isohexyloxy, 4-methylpentyloxy, 3-methylpentyloxy, 2-methylpentyloxy, 1-methylpentyloxy, 3,3-dimethylbutoxy, 2,2-dimethylbutoxy, 1,1-dimethylbutoxy, 1,2-dimethylbutoxy, 1,3-dimethylbutoxy, 2,3-dimethylbutyl and 2-ethylbutyl groups, preferably straight or branched chain alkoxy groups having from 1 to 4 carbon atoms, such as the methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, sec-butoxy and t-butoxy groups, of which the methoxy and ethoxy groups are preferred.
Where R.sup.5 represents an acylamino groups, the acyl part of this group may be selected from a variety of acyl groups well known in the art. For example, it may be:
an aliphatic acyl group, such as an alkanoyl group, preferably having from 1 to 21 carbon atoms, more preferably from 1 to 6 carbon atoms and most preferably from 2 to 6 carbon atoms, for example a formyl, acetyl, propionyl, butyryl, isobutyryl, pivaloyl, valeryl, isovaleryl, octanoyl, nonanoyl, decanoyl, 3-methylnonanoyl, 8-methylnonanoyl, 3-ethyloctanoyl, 3,7-dimethyloctanoyl, undecanoyl, dodecanoyl, tridecanonyl, tetradecanoyl, pentadecanoyl, hexadecanoyl, 1-methylpentadecanoyl, 14-methylpentadecanoyl, 13,13-dimethyltetradecanoyl, heptadecanoyl, 15-methylhexadecanoyl, octadecanoyl, 1-methylheptadecanoyl, nonadecanoyl, icosanoyl or henicosanoyl group;
a haloalkanoyl group, in which the alkanoyl part may be any of the alkanoyl groups exemplified above other than the formyl group, but is preferably a group having from 2 to 6 carbon atoms, and which preferably has from 1 to 3 halogen atoms, for example a chloroacetyl, dichloroacetyl, trichloroaetyl or trifluoroacetyl group;
an alkoxyalkanoyl group in which the alkoxy part has from 1 to 6 carbon atoms and may be any of the alkoxy groups exemplified above in relation to R.sup.5 etc., and the alkanoyl part may be any of the alkanoyl groups exemplified above other than the formyl group, but is preferably a group having from 2 to 6 carbon atoms, for example a methoxyacetyl group;
an alkenoyl or alkynoyl group, preferably having from 3 to 6 carbon atoms, for example an acryloyl, propioloyl, methacryloyl, crotonoyl, isocrotonoyl or (E)-2-methyl-2-butenoyl group;
an aromatic acyl group, in which the aryl part may be as defined and exemplified above in relation to R.sup.1 etc., for example an unsubstituted arylcarbonyl group, such as a benzoyl, 1-naphthoyl or 2-naphthoyl group;
a halogen-substituted arylcarbonyl group, in which the aryl part may be as defined and exemplified above in relation to R.sup.1 etc. for example a 2-bromobenzoyl or 4-chlorobenzoyl group;
an alkyl-substituted arylcarbonyl group, in which the aryl part may be as defined and exemplified above in relation to R.sup.1 etc. and the alkyl part may be as defined and exemplified above in relation to R.sup.5 etc., for example a 2,4,6-trimethylbenzoyl or 4-toluoyl group;
an alkoxy-substituted arylcarbonyl group, in which the aryl part may be as defined and exemplified and above in relation to R.sup.1 etc. and the alkoxy part may be as defined and exemplified above in relation to R.sup.5 etc., for example a 4-anisoyl group;
a nitro-substituted arylcarbonyl group, in which the aryl part may be as defined and exemplified above in relation to R.sup.1 etc., for example a 4-nitrobenzoyl or 2-nirobenzoyl group;
an alkoxycarbonyl-substituted arylcarbonyl group, in which the aryl part may be as defined and exemplified above in relation to R.sup.1 etc. and the alkoxy part of the alkoxycarbonyl group may be as defined and exemplified above in relation to R.sup.5 etc., for example a 2-(methoxycarbonyl)benzoyl group;
an aryl-substituted arylcarbonyl group, in which each aryl part may be as defined and exemplified above in relation to R.sup.1 etc., for example a 4-phenylbenzoyl group;
an alkoxycarbonyl group having from 1 to 6, preferably from 1 to 4, carbon atoms in the alkoxy part (i.e. a total of from 2 to 7, preferably from 2 to 5, carbon atoms), for example a methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, isopropoxycarbonyl, butoxycarbonyl, isobutoxycarbonyl, sec-butoxycarbonyl, t-butoxycarbonyl, pentyloxycarbonyl, isopentyloxycarbonyl, 2-methylbutoxycarbonyl, neopentyloxycarbonyl, 1-ethylpropoxycarbonyl, hexyloxycarbonyl, isohexyloxycarbonyl, 4-methylpentyloxycarbonyl, 3-methylpentyloxycarbonyl, 2-methylpentyloxycarbonyl, 1-methylpentyloxycarbonyl, 3,3-dimethylbutoxycarbonyl, 2,2-dimethylbutoxycarbonyl, 1,1-dimethylbutoxycarbonyl, 1,2-dimethylbutoxycarbonyl, 1,3-dimethylbutoxycarbonyl, 2,3-dimethylbutoxycarbonyl and 2-ethylbutoxycarbonyl groups, preferably the methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, isopropoxycarbonyl, butoxycarbonyl, isobutoxycarbonyl, sec-butoxycarbonyl and t-butoxycarbonyl groups, of which the methoxycarbonyl, ethoxycarbonyl, t-butoxycarbonyl and isobutoxycarbonyl groups are preferred;
an alkoxycarbonyl group substituted with a halogen atom or a trialkylsilyl group having from 1 to 6 carbon atoms in each alkyl part, such as the 2,2,2-trichloroethoxycarbonyl or 2-trimethylsilylethoxycarbonyl groups;
an alkenylcarbonyl group having from 2 to 6 carbon atoms in the alkenyl part, such as the vinylcarbonyl and allylcarbonyl groups;
an aralkylcarbonyl group whose aryl ring may be substituted with 1 or 2 alkoxy groups having from 1 to 6 carbon atoms or nitro groups, such as the benzylcarbonyl, phenacyl, 4-methoxybenzylcarbonyl, 3,4-dimethoxybenzylcarbonyl, 2-nitrobenzylcarbonyl and 4-nitrobenzylcarbonyl groups;
an alkanesulfonyl group having from 1 to 6 carbon atoms, such as the methanesulfonyl, ethanesulfonyl and 1-propanesulfonyl groups;
a fluorinated alkanesulfonyl group having from 1 to 6 carbon atoms, such as the trifluoromethanesulfonyl and pentafluoroethanesulfonyl groups;
an arylsulfonyl group in which the aryl part may be as defined and exemplified above in relation to R.sup.1 etc., such as the benzenesulfonyl and p-toluenesulfonyl groups.
Of these, we prefer the aliphatic acyl groups, the aromatic acyl groups and the alkanesulfonyl groups.
Where R.sup.5 represents an alkyl group which has from 1 to 6 carbon atoms and which is substituted by an acylamino group, the alkyl part may be any of the alkyl groups defined and exemplified above in relation to R.sup.5, and the acyl substituent may also be any of the acyl groups defined and exemplified above in relation to R.sup.5.
Where R.sup.5 represents an acylamino group whose nitrogen atom is substituted with an alkyl group having from 1 to 6 carbon atoms, the acyl substituent may be any of the acyl groups defined and exemplified above in relation to R.sup.5, and the alkyl part may also be any of the alkyl groups defined and exemplified above in relation to R.sup.5.
Where R.sup.5 represents a hydroxyalkyl group having from 1 to 6 carbon atoms, this may be any one of the above alkyl groups which is substituted by at least one hydroxy group, for example the hydroxymethyl, hydroxyethyl, hydroxypropyl, hydroxybutyl, hydroxypentyl, or hydroxyhexyl group.
Where R.sup.5 represents an alkoxyalkyl group, the alkoxy and alkyl parts may be independently selected from the corresponding groups defined and exemplified above in relation to R.sup.5. Examples of such alkoxyalkyl groups include the methoxymethyl, ethoxymethyl, propoxymethyl, isopropoxymethyl, butoxymethyl, isobutoxymethyl, sec-butoxymethyl, t-butoxymethyl, pentyloxymethyl, isopentyloxymethyl, neopentyloxymethyl, hexyloxymethyl, isohexyloxymethyl, methoxyethyl, ethoxyethyl, propoxyethyl, isopropoxyethyl, butoxyethyl, isobutoxyethyl, sec-butoxyethyl, t-butoxyethyl, pentyloxyethyl, isopentyloxyethyl, neopentyloxyethyl, hexyloxyethyl, isohexyloxyethyl, methoxypropyl, ethoxypropyl, propoxypropyl, isopropoxypropyl, butoxypropyl, isobutoxypropyl, sec-butoxypropyl, t-butoxypropyl, pentyloxypropyl, isopentyloxypropyl, neopentyloxypropyl, hexyloxypropyl, isohexyloxypropyl, methoxybutyl, ethoxybutyl, propoxybutyl, isopropoxybutyl, butoxybutyl, isobutoxybutyl, sec-butoxybutyl, t-butoxybutyl, pentyloxybutyl, isopentyloxybutyl, neopentloxybutyl, hexyloxybutyl, isohexyloxybutyl, methoxypentyl, ethoxypentyl, propoxypentyl, isopropoxypentyl, butoxypentyl, isobutoxypentyl, sec-butoxypentyl, t-butoxypentyl, pentyloxypentyl, isopentyloxypentyl, neopentyloxypentyl, hexyloxypentyl, isohexyloxypentyl, methoxyhexyl, ethoxyhexyl, propoxyhexyl, isopropoxyhexyl, butoxyhexyl, isobutoxhexyl, sec-butoxyhexyl, t-butoxyhexyl, pentyloxyhexyl, isopentyloxyhexyl, neopentyloxyhexyl, hexyloxyhexyl and isohexyloxyhexyl groups.
Where R.sup.5 represents an aralkyloxyalkyl group, the aralkyl part is an alkyl group which has from 1 to 4 carbon atoms and which is substituted by from 1 to 3 carbocyclic aryl groups which are unsubstituted or which are substituted by at least one substituent preferably selected from the group consisting of substituents .alpha., defined above and exemplified below, and the alkyl part of the oxyalkyl group has from 1 to 6 carbon atoms. The alkyl parts may be any of the alkyl groups exemplified above in relation to R.sup.5. The aralkyl pat of the group may be any of the aralkyl groups defined and exemplified below in relation to substituents .beta.. Specific examples of such groups include the benzyloxymethyl, .alpha.-naphthylmethoxymethyl, .beta.-naphthylmethoxymethyl, phenethyloxymethyl, 2-benzyloxyethyl, 2-.alpha.-naphthylmethoxyethyl, 2-.beta.-naphthylmethoxyethyl, 2-phenethyloxyethyl, 3-benzyloxypropyl, 3-.alpha.-naphthylmethoxypropyl, 3-.beta.-naphthylmethoxypropyl, 3-phenyethyloxypropyl, 4-benzenyloxybutyl, 4-.alpha.-naphthylmethoxybutyl, 4-.beta.-naphthylmethoxybutyl, 4-phenethyloxybutyl, 5-benzyloxypentyl, 5-.alpha.-naphthylmethoxypentyl, 5-.beta.-naphthylmethoxypentyl, 5-phenethyloxypentyl, 6-benzyloxyhexyl, 6-.alpha.-naphthylmethoxyhexyl, 6-.beta.-naphthylmethoxyhexyl and 6-phenethyloxyhexyl groups. The aryl parts of these groups may be substituted or unsubstituted, and, if substituted, the substituents are selected from the group consisting of substituents .alpha., defined above.
Where R.sup.a or R.sup.b, substituent .alpha. or substituent .gamma. represents an aliphatic carboxylic acyl group, this may be any of the aliphatic acyl groups, haloalkanoyl groups, alkoxyalkanoyl groups, alkenoyl groups, alkynoyl groups, alkoxycarbonyl groups, alkoxycarbonyl groups substituted with a halogen atom, and alkenylcarbonyl groups, defined and exemplified above in relation to R.sup.5, particularly the formyl, acetyl, propionyl, butyryl, isobutyryl, pentanoyl, pivaloyl, valeryl and isovaleryl groups, preferably the acetyl and propionyl groups.
Where R.sup.a or R.sup.b, substituent .alpha. or substituent .gamma. represents an alkanesulfonyl group, or a haloalkanesulfonyl group, this may be any of those groups defined and exemplified above in relation to R.sup.5 or substituent .beta..
Where R.sup.a or R.sup.b represents a cycloalkyl group, this has from 3 to 8 ring carbon atoms, and examples include the cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl and cyclooctyl groups, of which the cyclopentyl and cyclohexyl groups are preferred.
Where R.sup.a and R.sup.b, together with the nitrogen atom to which they are attached, represent a nitrogen-containing heterocyclic group, this may have from 5 to 7 ring atoms, of which from 1 to 3 may be hetero-atoms selected from the group consisting of nitrogen, oxygen and sulfur atoms, at least one being nitrogen. The heterocyclic group is preferably a saturated (non-aromatic) group. Examples of such groups include the pyrrolidino, piperidino, piperazino, N-methylpiperazino, morpholino and thiomorpholino groups.
Where R.sup.4 and R.sup.5 together with the carbon atom to which they are attached represent a cycloalkyl or heterocyclic group having from 5 to 10 ring atoms, this group is unsubstituted or is substituted by at least one substituent selected from the group consisting of substituents .beta., defined above. The heterocyclic group has a single hetero-atom selected from the group consisting of nitrogen, oxygen and sulfur atoms. Alternatively, R.sup.4 and R.sup.5 together with the carbon atom to which they are attached may represent a cycloalkyl or heterocyclic group as defined above which is fused to a carbocyclic aryl group or an aromatic heterocyclic group, said aryl group and said aromatic heterocyclic group being unsubstituted or being substituted by at least one substituent preferably selected from the group consisting of substituents .alpha., defined above. Examples of such groups include the aromatic and saturated heterocyclic groups exemplified above in relation to R.sup.a and R.sup.b, R.sup.1 etc. and R.sup.6, respectively, and the cycloalkyl groups exemplified above in relation to R.sup.a and R.sup.b.
A particularly preferred group which may be represented by R.sup.4 and R.sup.5 together is the group of formula: ##STR9## in which Ar, J and S*.fwdarw.O are as defined above.
Where substituent .alpha. or substituent .gamma. represents a halogen atom, this may be a fluorine, chlorine, bromine or iodine atom, preferably a fluorine or chlorine atom.
Where substituent .alpha. represents a haloalkyl group, the alkyl part may be a straight or branched chain group having from 1 to 6, preferably from 1 to 3, carbon atoms. There is no restriction on the number of halogen atoms, except that imposed by the number of substitutable positions; however, in general, from 1 to 3 halogen atoms are preferred. Examples of such groups include the trifluoromethyl, trichloromethyl, difluoromethyl, dichloromethyl, dibromomethyl, fluoromethyl, chloromethyl, bromomethyl, iodomethyl, 2,2,2-trichloroethyl, 2,2,2-trifluoroethyl, 2-bromoethyl, 2-chloroethyl, 2-fluoroethyl, 2-iodoethyl, 2,2-dibromoethyl, 3-bromopropyl, 3-chloropropyl, 3-fluoropropyl, 3-iodopropyl, 4-bromobutyl, 4-chlorobutyl, 4-fluorobutyl, 4-iodobutyl, 5-bromopentyl, 5-chloropentyl, 5-fluoropentyl, 5-iodopentyl, 6-bromohexyl, 6-chlorohexyl, 6-fluorohexyl and 6-iodohexyl, of which we prefer the trifluoromethyl, 2-bromoethyl, 2-chloroethyl and 2-fluoroethyl groups.
Where substituent .alpha. or substituent .gamma. represents an alkoxycarbonyl group having from 1 to 6 carbon atoms in the alkoxy part, this may be any of the groups defined and exemplified above in relation to R.sup.5.
Where substituent .alpha. or substituent .gamma. represents an acylamino group, the acyl part of this may be any of the groups exemplified above for R.sup.5, etc. Specific preferred examples of such groups include aliphatic carboxylic acylamino groups, such as the formamido, acetamido, propionamido, butyramido, isobutyramido, pentanoylamino, pivaloylamino, valerylamino and isovalerylamino groups, preferably the acetamido and propionamido groups.
Where substituent .beta. represents an alkanesulfonyl group having from 1 to 6 carbon atoms, this may be a straight or branched chain group having from 1 to 6, preferably from 1 to 4, carbon atoms, and examples include the methanesulfonyl, ethanesulfonyl, propanesulfonyl, isopropanesulfonyl, butanesulfonyl, isobutanesulfonyl, sec-butanesulfonyl, t-butanesulfonyl, pentanesulfonyl, isopentanesulfonyl, neopentanesulfonyl, 2-methylbutanesulfonyl, 1-ethylpropanesulfonyl, 4-methylpentanesulfonyl, 3-methylpentanesulfonyl, 2-methylpentanesulfonyl, 1-methylpentanesulfonyl, 3,3-dimethylbutanesulfonyl, 2,2-dimethylbutanesulfonyl, 1,1-dimethylbutanesulfonyl, 1,2-dimethylbutanesulfonyl, 1,3-dimethylbutanesulfonyl, 2,3-dimethylbutanesulfonyl, 2-ethylbutanesulfonyl, hexanesulfonyl and isohexanesulfonyl groups. Of these, we prefer those alkanesulfonyl groups having from 1 to 4 carbon atoms, preferably the methanesulfonyl, ethanesulfonyl, propanesulfonyl, isopropanesulfonyl, butanesulfonyl and isobutanesulfonyl groups, and most preferably the methanesulfonyl group.
Where R.sup.a or R.sup.b or substituent .beta. represents an aralkyl group in which an alkyl group having from 1 to 4 carbon atoms is substituted by from 1 to 3 carbocyclic aryl groups, this is as defined above, and examples include the benzyl, .alpha.-naphthylmethyl, .beta.-naphthylmethyl, indenylmethyl, phenanthrenylmethyl, anthracenylmethyl, diphenylmethyl, triphenylmethyl, 1-phenethyl, 2-phenethyl, 1-.alpha.-naphthylethyl, 2-.alpha.-naphthylethyl, 1-.beta.-naphthylethyl, 2-.beta.-naphthylethyl, 1-phenylpropyl, 2-phenylpropyl, 3-phenylpropyl, 1-.alpha.-naphthylpropyl, 2-.alpha.-naphthylpropyl, 3-.alpha.-naphthylpropyl, 1-.beta.-naphthylpropyl, 2-.beta.-naphthylpropyl, 3-.beta.-naphthylpropyl, 1-phenylbutyl, 2-phenylbutyl, 3-phenylbutyl, 4-phenylbutyl, 1-.alpha.-naphthylbutyl, 2-.alpha.-naphthylbutyl, 3-.alpha.-naphthylbutyl, 4-.alpha.-naphthylbutyl, 1-.beta.-naphhylbutyl, 2-.beta.-naphthylbutyl, 3-.beta.-naphthylbutyl, 4-.beta.-naphthylbutyl, 1-phenylpentyl, 2-phenylpentyl, 3-phenylpentyl, 4-phenylpentyl, 5-phenylpentyl, 1-.alpha.-naphthylpentyl, 2-.alpha.-naphthylpentyl, 3-.alpha.-naphthylpentyl, 4-.alpha.-naphthylpentyl, 5-.alpha.-naphthylpentyl, 1-.beta.-naphthylpentyl, 2-.beta.-naphthylpentyl, 3-.beta.-naphthylpentyl, 4-.beta.-naphthylpentyl, 5-.beta.-naphthylpentyl, 1-phenylhexyl, 2-phenylhexyl, 3-phenylhexyl, 4-phenylhexyl, 5-phenylhexyl, 6-phenylhexyl, 1-.alpha.-naphthylhexyl, 2-.alpha.-naphthylhexyl, 3-.alpha.-naphthylhexyl, 4-.alpha.-naphthylhexyl, 5-.alpha.-naphthylhexyl, 6-.alpha.-naphthylhexyl, 1-.beta.-naphthylhexyl, 2-.beta.-naphthylhexyl, 3-.beta.-naphthylhexyl, 4-.beta.-naphthylhexyl, 5-.beta.-naphthylhexyl and 6-.beta.-naphthylhexyl groups, of which we prefer those aralkyl groups in which the aryl group moiety is benzene and alkyl group has from 1 to 4 carbon atoms, more preferably the benzyl group or the phenethyl group.
Where substituent .alpha. represents an alkanesulfonylamino group, or a halo-alkanesulfonylamino group, the alkanesulfonyl or haloalkanesulfonyl part of this may be any of those groups defined and exemplified above in relation to R.sup.5 or substituent .beta..
Where R.sup.14' represents an amino-protecting group, this may be any of the aliphatic acyl groups, the aromatic acyl groups and the alkoxycarbonyl groups defined and exemplified above in relation to R.sup.5 etc., or the alkenyloxycarbonyl groups, the aralkyloxycarbonyl groups and the silyl groups as defined and exemplified below in relation to ester groups, preferably an alkoxycarbonyl group. Of these, we particularly prefer the t-butoxycarbonyl group.
Each compound of the present invention contains a basic group in its molecule and can thus form acid addition salts. Examples of such acid addition salts include: salts with mineral acids, especially hydrohalic acids (such as hydrofluoric acid, hydrobromic acid, hydroiodic acid or hydrochloric acid), nitric acid, perchloric acid, carbonic acid, sulfuric acid or phosphoric acid; salts with lower alkylsulfonic acids, such as methanesulfonic acid, trifluoromethanesulfonic acid or ethanesulfonic acid; salts with arylsulfonic acids, such as benzenesulfonic acid or p-toluenesulfonic acid; salts with organic carboxylic acids, such as acetic acid, fumaric acid, tartaric acid, oxalic acid, maleic acid, malic acid, succinic acid, benzoic acid, mandelic acid, ascorbic acid, lactic acid, gluconic acid or citric acid; and salts with amino acids, such as glycine, arginine, ornithine, lysine, glutamic acid or aspartic acid.
Since the compounds of formula (I) of the present invention can be converted into a quaternary amine by modifying the nitrogen atom of the piperidino or piperazino group in the molecule with a group R.sup.7, and thus salts of the compounds of formula (I) having a cation and an anion (which may be any atom or group which can form an anion, and examples thereof include halogen ion such as chlorine ion, and iodine ion) are also included in the present invention.
The compounds of formula (I) of the present invention can sometimes be converted into a hydrate by absorption of water or adhesion of absorbed water when they are allowed to stand in the atmosphere, and such hydrates are also included in the present invention.
The compounds of formula (I) of the present invention can form esters, which also form part of the present invention. Where the compound is intended for therapeutic use, the ester should be pharmaceutically acceptable, which, as is well known, means that it should not be more toxic (or unacceptably more toxic) than the parent compound, nor should it be less active (or unacceptably less active) than the parent compound. Such esters can be regarded as either "general" esters or "biologically cleavable" esters, either of which may act as protecting groups.
The "general" esters are esters which can be cleaved by a chemical process such as hydrogenolysis, hydrolysis, electrolysis, photolysis and the like. Examples of groups which can form esters with a hydroxy group include:
the above aliphatic acyl groups;
the above aromatic acyl groups;
tetrahydropyranyl or tetrahydrothiopyranyl groups, such as the tetrahydropyran-2-yl, 3-bromotetrahydropyran-2-yl, 4-methoxytetrahydropyran-4-yl, tetrathiopyran-2-yl and 4-methoxytetrahydrothiopyran-4-yl groups;
tetrahydrofuranyl or tetrahydrothiofuranyl groups, such as the tetrahydrofuran-2-yl and tetrahydrothiofuran-2-yl groups;
silyl groups, such as the trialkylsilyl groups having from 1 to 6 carbon atoms in each alkyl part (e.g. trimethylsilyl, triethylsilyl, isopropyldimethylsilyl, t-butyldimethylsilyl, methyldisopropylsilyl, methyldi-t-butylsilyl and triisopropylsilyl groups), trialkylsilyl groups having from 1 to 6 carbon atoms in each alkyl part and in which one or two of the alkyl groups are replaced by aryl groups as defined and exemplified above in relation to R.sup.1 etc. (e.g. diphenylmethylsilyl, diphenylbutylsilyl, diphenylisopropylsilyl and phenyldiisopropylsilyl groups);
optional substituted alkoxymethyl groups having from 1 to 6 carbon atoms in the alkoxy part, such as the alkoxymethyl groups (e.g. the methoxymethyl, 1,1-dimethyl-1-methoxymethyl, ethoxymethyl, propoxymethyl, isopropoxymethyl, butoxymethyl and t-butoxymethyl groups), alkoxylated alkoxymethyl groups having from 1 to 6 carbon atoms in each alkoxy part (e.g. the 2-methoxyethoxymethyl group), haloalkoxymethyl groups having from 1 to 6 carbon atoms in the alkoxy part [e.g. the 2,2,2-trichloroethoxymethyl and bis(2-chloroethoxy)methyl groups];
substituted ethyl groups, such as alkoxylated ethyl groups having from 1 to 6 carbon atoms in the alkoxy part (e.g. the 1-ethoxyethyl and 1-isopropoxyethyl groups), haloethyl groups (e.g. the 2,2,2-trichloroethyl group);
aralkyl groups as defined above in relation to substituents .beta., preferably alkyl groups substituted with from 1 to 3 aryl groups (e.g. the benzyl, .alpha.-naphthylmethyl, .beta.-naphthylmethyl, diphenylmethyl, triphenylmethyl, .alpha.-naphthyldiphenylmethyl and 9-anthrylmethyl groups), lower alkyl groups substituted with from 1 to 3 aryl groups, whose aryl ring is substituted with a lower alkyl, lower alkoxy, nitro, halogen or cyano group (e.g. the 4-methylbenzyl, 2,4,6-trimethylbenzyl, 3,4,5-trimethylbenzyl, 4-methoxybenzyl, 4-methoxyphenyldiphenylmethyl, 2-nitrobenzyl, 4-nitrobenzyl, 4-chlorobenzyl, 4-bromobenzyl and 4-cyanobenzyl groups);
the above alkoxycarbonyl groups;
alkenyloxycarbonyl groups, such as the vinyloxycarbonyl and allyloxycarbonyl groups; aralkyloxycarbonyl groups whose aryl ring may be substituted with 1 or 2 lower alkoxy or nitro groups, such as the benzyloxycarbonyl, 4-methoxybenzyloxycarbonyl, 3,4-dimethoxybenzyloxycarbonyl, 2-nitrobenzyloxycarbonyl and 4-nitrobenzyloxycarbonyl groups.
Biologically cleavable esters contain groups which can be cleaved by a biological process, such as biodegradation, to form a free acid or a salt thereof. It can be determined whether an ester is biologically cleavable by administering it to an experimental animal (e.g. a rat or mouse) due to phlebolysis, examining the body fluid of the animal after administration and detecting an original compound or a pharmaceutical acceptable salt thereof.

Examples of biologically cleavable esters include:
1-(acyloxy) lower alkyl groups, such as the 1-(aliphatic acyloxy) lower alkyl groups (e.g. the formyloxymethyl, acetoxymethyl, dimethylaminoacetoxymethyl, propionyloxymethyl, butyryloxymethyl, pivaloyloxymethyl, valeryloxymethyl, isovaleryloxymethyl, hexanoyloxymethyl, 1-formyloxyethyl, 1-acetoxyethyl, 1-propionyloxyethyl, 1-butyryloxyethyl, 1-pivaloyloxyethyl, 1-valeryloxyethyl, 1-isovaleryloxyethyl, 1-hexanoyloxyethyl, 1-formyloxypropyl, 1-acetoxypropyl, 1-propionyloxypropyl, 1-butyryloxypropyl, 1-pivaloyloxypropyl, 1-valeryloxypropyl, 1-isovaleryloxypropyl, 1-hexanoyloxypropyl, 1-acetoxybutyl, 1-propionyloxybutyl, 1-butyryloxybutyl, 1-pivaloyloxybutyl, 1-acetoxypentyl, 1-propionyloxypentyl, 1-butyryloxypentyl, 1-pivaloyloxypentyl and 1-pivaloyloxyhexyl groups);
1-(cycloalkyl carbonyloxy) lower alkyl groups (e.g. the cyclopentylcarbonyloxymethyl, cyclohexylcarbonyloxymethyl, 1-cyclopentylcarbonyloxyethyl, 1-cyclohexylcarbonyloxyethyl, 1-cyclopentylcarbonyloxypropyl, 1-cyclohexylcarbonyloxypropyl, 1-cyclopentylcarbonyloxybutyl and 1-cyclohexylcarbonyloxbutyl groups);
1-(aromatic acyloxy) lower alkyl groups (e.g. the benzoyloxymethyl group);
carbonyloxyalkyl groups, such as the (alkoxycarbonyloxy)alkyl groups and (cycloalkoxycarbonyloxy)alkyl groups (e.g. the methoxycarbonyloxymethyl, ethoxycarbonyloxymethyl, propoxycarbonyloxymethyl, isopropoxycarbonyloxymethyl, butoxycarbonyloxymethyl, isobutoxycarbonyloxymethyl, pentyloxycarbonyloxymethyl, hexyloxycarbonyloxymethyl, cyclohexyloxycarbonyloxymethyl, cyclohexyloxycarbonyloxy(cyclohexyl)methyl, 1-(methoxycarbonyloxy)ethyl, 1-(ethoxycarbonyloxy)ethyl, 1-(propoxycarbonyloxy)ethyl, 1-(isopropoxycarbonyloxy)ethyl, 1-(butoxycarbonyloxy)ethyl, 1-(isobutoxycarbonyloxy)ethyl, 1-(t-butoxycarbonyloxy)ethyl, 1-(pentyloxycarbonyloxy)ethyl, 1-(hexyloxycarbonyloxy)ethyl, 1-(cyclopentyloxycarbonyloxy)ethyl, 1-(cyclopentylcarbonyloxy)propyl, 1-(cyclohexyloxycarbonyloxy)propyl, 1-(cyclopentyloxycarbonyloxy)butyl, 1-(cyclohexyloxycarbonyloxy)butyl, 1-(cyclohexyloxycarbonyloxy)ethyl, 1-(ethoxycarbonyloxy)propyl, 2-(methoxycarbonyloxy)ethyl, 2-(ethoxycarbonyloxy)ethyl, 2-(propoxycarbonyloxy)ethyl, 2-(isopropoxycarbonyloxy)ethyl, 2-(butoxycarbonyloxy)ethyl, 2-(isobutoxycarbonyloxy)ethyl, 2-(pentyloxycarbonyloxy)ethyl, 2-(hexyloxycarbonyloxy)ethyl, 1-(methoxycarbonyloxy)propyl, 1-(ethoxycarbonyloxy)propyl, 1-(propoxycarbonyloxy)propyl, 1-(isopropoxycarbonyloxy)propyl, 1-(butoxycarbonyloxy)propyl, 1-(isobutoxycarbonyloxy)propyl, 1-(pentyloxycarbonyloxy)propyl, 1-(hexyloxycarbonyloxy)propyl, 1-(methoxycarbonyloxy)butyl, 1-(ethoxycarbonyloxy)butyl, 1-(propoxycarbonyloxy)butyl, 1-(isopropoxycarbonyloxy)butyl, 1-(butoxycarbonyloxy)butyl, 1-(isobutoxycarbonyloxy)butyl, 1-(methoxycarbonyloxy)pentyl, 1-(ethoxycarbonyloxy)pentyl, 1-(methoxycarbonyloxy)hexyl and 1-(ethoxycarbonyloxy)hexyl groups);
oxodioxolenylmethyl groups (e.g. the (5-phenyl-2-oxo-1,3-dioxolen-4-yl)methyl, [5-(4-methylphenyl)-2-oxo-1,3-dioxolen-4-yl]methyl, [5-(4-methoxyphenyl)-2-oxo-1,3-dioxolen-4-yl]methyl, [5-(4-fluorophenyl)-2-oxo-1,3-dioxolen-4-yl]methyl, [5-(4-chlorophenyl)-2-oxo-1,3-dioxolen-4-yl]methyl, (2-oxo-1,3-dioxolen-4-yl)methyl, (5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl, (5-ethyl-2-oxo-1,3-dioxolen-4-yl)methyl, (5-propyl-2-oxo-1,3-dioxolen-4-yl)methyl, (5-isopropyl-2-oxo-1,3-dioxolen-4-yl)methyl and (5-butyl-2-oxo-1,3-dioxolen-4-yl)methyl groups);
phthalidyl groups, such as the phthalidyl, dimethylphthalidyl and dimethoxyphthalidyl groups;
the above aliphatic acyl groups;
the above aromatic acyl groups;
half ester salt residues of succinic acid;
phosphate salt residues;
ester forming residues such as with amino acids;
1-(acyloxy)alkyloxycarbonyl groups, such as the pivaloyloxymethoxycarbonyl group.
Of these, we prefer the carbonyloxyalkyl groups,
The compounds of formula (I) of the present invention have an asymmetric carbon atom in the molecule, and stereoisomers whose asymmetric carbon atom has the R or S configurations are present. The stereoisomers whose asymmetric carbon atom has the R or S configurations and a mixture thereof having any proportion are also included in the present invention.
Preferred classes of compounds of the present invention are those compounds of formula (I) and salts and esters thereof in which E represents a methylene group and
(A1) R.sup.1 and R.sup.2 are the same or different and each represents a carbocyclic aryl group, an aromatic heterocyclic group or a carbocyclic aryl group substituted with from 1 to 3 groups selected from the group consisting of substituents .alpha.;
(B1) R.sup.2 represents a carbocyclic aryl group or a carbocyclic aryl group substituted with from 1 to 3 groups selected from the group consisting of substituents .alpha.;
(C1) A represents a carbonyl group;
(D1) B is a single bond;
(E1) D is an oxygen atom;
(F1) G is an alkylene group having from 1 to 4 carbon atoms;
(G1) G is an alkylene group having 2 or 3 carbon atoms;
(H1) R.sup.3 represents an aromatic heterocyclic group or a carbocyclic aryl group substituted with from 1 to 3 groups selected from the group consisting of substituents .alpha.;
(I1) L represents a group of formula --C(R.sup.4)(R.sup.5)--;
(J1) R.sup.4 represents a carbocyclic aryl group or an aromatic heterocyclic group;
(K1) R.sup.5 represents a group of formula --CO--R.sup.6 (where R.sup.6 represents an alkyl group having from 1 to 6 carbon atoms or a group of formula --NR.sup.1 R.sup.b);
(L1) R.sup.5 represents an amino group, an acylamino group or a hydroxy group;
(M1) R.sup.4 and R.sup.5 together with the carbon atom to which they are attached represent a cycloalkyl or heterocyclic group having from 5 to 10 ring atoms, said group being unsubstituted or being substituted by at least one substituent selected from the group consisting of substituents .beta., and said heterocyclic group having a single hetero-atom selected from the group consisting of nitrogen, oxygen and sulfur atoms, or R.sup.4 and R.sup.5 together with the carbon atom to which they are attached represent a cycloalkyl or heterocyclic group as defined above which is fused to a carbocyclic aryl group or an aromatic heterocyclic group, said aryl group and said aromatic heterocyclic group being unsubstituted or being substituted by at least one substituent preferably selected from the group consisting of substituents .alpha..
Further preferred classes of compounds of the present invention are those compounds of formula (I) and salts and esters thereof in which E represents a group of formula --(CH.sub.2).sub.n -- in which n is an integer from 2 to 4, and
(A2) R.sup.1 and R.sup.2 are the same or different and each represents a carbocyclic aryl group, an aromatic heterocyclic group or a carbocyclic aryl group substituted with from 1 to 3 groups selected from the group consisting of substituents .alpha.;
(B2) R.sup.2 represents a carbocyclic aryl group or a carbocyclic aryl group substituted with from 1 to 3 groups selected from the group consisting of substituents .alpha.;
(C2) A represents a carbonyl group;
(D2) B represents a single bond;
(E2) D represents an oxygen atom;
(F2) G represents an alkylene group having 1 to 4 carbon atoms;
(G2) G represents an alkylene group having 2 to 3 carbon atoms;
(H2) R.sup.3 represents an aromatic heterocyclic group or a carbocyclic aryl group substituted with from 1 to 3 groups selected from the group consisting of substituents .alpha.;
(I2) L represents a group of the general formula --C(R.sup.4)(R.sup.5)--;
(J2) R.sup.4 represents a carbocyclic aryl group or an aromatic heterocyclic group;
(K2) R.sup.5 represents a group of formula --CO--R.sup.6 (wherein R.sup.6 represents an alkyl group having from 1 to 6 carbon atoms or a group of formula --NR.sup.a R.sup.b);
(L2) R.sup.5 represents an amino group, an acylamino group or a hydroxy group;
(M2) n is 2 or 3;
(N2) n is 2;
(O2) R.sup.4 and R.sup.5 together with the carbon atom to which they are attached represent a cycloalkyl or heterocyclic group having from 5 to 10 ring atoms, said group being unsubstituted or being substituted by at least one substituent selected from the group consisting of substituents .beta., and said heterocyclic group having a single hetero-atom selected from the group consisting of nitrogen, oxygen and sulfur atoms, or R.sup.4 and R.sup.5 together with the carbon atom to which they are attached represent a cycloalkyl or heterocyclic group as defined above which is fused to a carbocyclic aryl group or an aromatic heterocyclic group, said aryl group and said aromatic heterocyclic group being substituted or being substituted by at least one substituent preferably selected from the group consisting of substituents .alpha..
Still further preferred classes of compounds of the present invention are those compounds of formula (I) and salts and esters thereof in which R.sup.4 and R.sup.5 together with the carbon atom to which they are attached represent a group of formula: ##STR10## and (A3) R.sup.1 represents a carbocyclic aryl group, an aromatic heterocyclic group, or a carbocyclic aryl group substituted with from 1 to 3 groups selected from the group consisting of substituents .alpha.;
(B3) R.sup.1 represents a carbocyclic aryl group or a carbocyclic aryl group substituted with from 1 to 3 groups selected from the group consisting of substituents .alpha..sup.1 ;
substituents .alpha..sup.1 are selected from the group consisting of alkyl groups having from 1 to 6 carbon atoms, haloalkyl groups having from 1 to 6 carbon atoms, and alkoxy groups having from 1 to 6 carbon atoms;
(C3) R.sup.2 represents a carbocyclic aryl group or a carbocyclic aryl group substituted with from 1 to 3 groups selected from the group consisting of substituents .alpha.;
(D3) R.sup.2 represents a carbocyclic aryl group or a carbocyclic aryl group substituted with from 1 to 3 halogen atoms;
(E3) A represents a carbonyl group;
(F3) B represents a single bond;
(G3) D represents an oxygen atom;
(H3) E represents a C.sub.1-4 alkylene group or a C.sub.3-8 alkylene group which contains a C.sub.3-6 cycloalkane-1,1-diyl group;
(I3) E represents a methylene, ethylene, dimethylmethylene, 1,1-dimethylethylene, 2,2-dimethylethylene, cyclopropane-1,1-diyl, cyclobutane-1,1-diyl, cyclopentane-1,1-diyl, cyclohexane-1,1-diyl, cyclopropane-1,1-diylmethyl, cyclobutane-1,1-diylmethyl, cyclopentane-1,1-diylmethyl or cyclohexane-1,1-diylmethyl group;
(J3) G represents a C.sub.1-4 alkylene group;
(K3) G represents a C.sub.2-3 alkylene group;
(L3) J represents a C.sub.1-4 alkylene group;
(M3) J represents a methylene or ethylene group;
(N3) the ring Ar represents a carbocyclic aryl group, a carbocyclic aryl group substituted with from 1 to 3 groups selected from the group consisting of substituents .alpha. or an aromatic heterocyclic group;
(O3) the ring Ar represents a carbocyclic aryl group or a carbocyclic aryl group substituted with from 1 to 3 groups selected from the group consisting of substituents .alpha..
Examples of certain of the compounds of the present invention, which can be prepared as described hereinafter in the Examples, are shown in the following formulae (I-1), (I-2) and (I-3). The substituent groups are as defined in the corresponding one of Tables 1, 2 and 3, i.e. Table 1 relates to formula (I-1), etc.
Each of the compound numbers shown in these Tables covers 2 compounds, one in which G represents a dimethylene group (which may be referred to by the number assigned to it in the Table and the suffix "a") and one in which G represents a trimethylene group (which may be referred to by the number assigned to it in the Table and the suffix "b").
Moreover, each of Compounds No. 2-1537 to 2-3072 also covers compounds in which B can represent a single bond or a CH.sub.2 group. These may be identified by a further suffix, .alpha. or .beta., respectively, so that, for example, Compound No. 2-1537 where G represents a dimethylene group and B represents a single bond may be known as Compound No. 2-1537a.alpha., Compound No. 2-1537 where G represents a dimethylene group and B represents a CH.sub.2 group may be known as Compound No. 2-1537a.beta., Compound No. 2-1537 where G represents a trimethylene group and B represents a single bond may be known as Compound No. 2-1537b.alpha., and Compound No. 2-1537 where G represents trimethylene group and B represents a CH.sub.2 group may be known as Compound No. 2-1537b.beta..
Certain of the names of substituent groups are abbreviated in the Tables, as follows:
______________________________________cBu cyclobutane-1,1-diylcHx cyclohexane-1,1-diylMe methylPh phenylcPn cyclopentane-1,1-diylcPr cyclopropane-1,1-diyl______________________________________
Also, the groups having the following formulae are referred to by the associated reference Sub-xx as shown below. ##STR11##
TABLE 1______________________________________Cpd.No. R.sup.1 R.sup.2 A B Z______________________________________1-1 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-11-2 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-21-3 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-31-4 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-41-5 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-51-6 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-61-7 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-71-8 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-81-9 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-91-10 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-101-11 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-111-12 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-121-13 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-131-14 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-141-15 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-151-16 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-161-17 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-171-18 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-181-19 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-191-20 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-201-21 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-211-22 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-221-23 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-231-24 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-241-25 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-251-26 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-261-27 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-271-28 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-281-29 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-291-30 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-301-31 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-311-32 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-321-33 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-11-34 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-21-35 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-31-36 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-41-37 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-51-38 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-61-39 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-71-40 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-81-41 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-91-42 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-101-43 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-111-44 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-121-45 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-131-46 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-141-47 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-151-48 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-161-49 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-171-50 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-181-51 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-191-52 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-201-53 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-211-54 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-221-55 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-231-56 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-241-57 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-251-58 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-261-59 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-271-60 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-281-61 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-291-62 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-301-63 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-311-64 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-321-65 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-11-66 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-21-67 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-31-68 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-41-69 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-51-70 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-61-71 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-71-72 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-81-73 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-91-74 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-101-75 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-111-76 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-121-77 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-131-78 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-141-79 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-151-80 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-161-81 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-171-82 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-181-83 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-191-84 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-201-85 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-211-86 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-221-87 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-231-88 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-241-89 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-251-90 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-261-91 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-271-92 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-281-93 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-291-94 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-301-95 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-311-96 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-321-97 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-11-98 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-21-99 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-31-100 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-41-101 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-51-102 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-61-103 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-71-104 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-81-105 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-91-106 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-101-107 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-111-108 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-121-109 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-131-110 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-141-111 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-151-112 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-161-113 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-171-114 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-181-115 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-191-116 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-201-117 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-211-118 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-221-119 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-231-120 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-241-121 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-251-122 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-261-123 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-271-124 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-281-125 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-291-126 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-301-127 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-3l1-128 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-321-129 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-11-130 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-21-131 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-31-132 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-41-133 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-51-134 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-61-135 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-71-136 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-81-137 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-91-138 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-101-139 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-111-140 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-121-141 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-131-142 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-141-143 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-151-144 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-161-145 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-171-146 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-181-147 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-191-148 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-201-149 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-211-150 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-221-151 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-231-152 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-241-153 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-251-154 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-261-155 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-271-156 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-281-157 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-291-158 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-301-159 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-311-160 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-321-161 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-11-162 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-21-163 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-31-164 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-41-165 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-51-166 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-61-167 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-71-168 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-81-169 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-91-170 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-101-171 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-111-172 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-121-173 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-131-174 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-141-175 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-151-176 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-161-177 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-171-178 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-181-179 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-191-180 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-201-181 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-211-182 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-221-183 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-231-184 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-241-185 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-251-186 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-261-187 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-271-188 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-281-189 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-291-190 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-301-191 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-311-192 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-321-193 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-11-194 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-21-195 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-31-196 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-41-197 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-51-198 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-61-199 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-71-200 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-81-201 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-91-202 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-101-203 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-111-204 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-121-205 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-131-206 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-141-207 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-151-208 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-161-209 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-171-210 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-181-211 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-191-212 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-201-213 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-211-214 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-221-215 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-231-216 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-241-217 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-251-218 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-261-219 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-271-220 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-281-221 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-291-222 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-301-223 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-311-224 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-321-225 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-11-226 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-21-227 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-31-228 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-41-229 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-51-230 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-61-231 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-71-232 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-81-233 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-91-234 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-101-235 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-111-236 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-121-237 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-131-238 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-141-239 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-151-240 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-161-241 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-171-242 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-181-243 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-191-244 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-201-245 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-211-246 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-221-247 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-231-248 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-241-249 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-251-250 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-261-251 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-271-252 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-281-253 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-291-254 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-301-255 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-311-256 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-321-257 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-11-258 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-21-259 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-31-260 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-41-261 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-51-262 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-61-263 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-71-264 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-81-265 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-91-266 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-101-267 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-111-268 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-121-269 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-131-270 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-141-271 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-151-272 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-161-273 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-171-274 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-181-275 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-191-276 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-201-277 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-211-278 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-221-279 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-231-280 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-241-281 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-251-282 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-261-283 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-271-284 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-281-285 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-291-286 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-301-287 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-311-288 Sub-4l 3,4-diClPh CH.sub.2 Single bond Sub-321-289 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-11-290 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-21-291 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-31-292 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-41-293 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-51-294 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-61-295 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-71-296 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-81-297 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-91-298 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-101-299 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-111-300 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-121-301 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-131-302 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-141-303 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-151-304 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-161-305 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-171-306 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-181-307 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-191-308 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-201-309 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-211-310 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-221-311 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-231-312 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-241-313 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-251-314 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-261-315 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-271-316 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-281-317 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-291-318 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-301-319 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-311-320 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-321-321 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-11-322 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-21-323 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-31-324 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-41-325 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-51-326 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-61-327 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-71-328 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-81-329 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-91-330 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-101-331 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-111-332 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-121-333 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-131-334 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-141-335 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-151-336 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-161-337 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-171-338 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-181-339 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-191-340 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-201-341 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-211-342 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-221-343 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-231-344 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-241-345 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-251-346 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-261-347 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-271-348 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-281-349 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-291-350 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-301-351 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-311-352 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-321-353 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-11-354 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-21-355 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-31-356 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-41-357 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-51-358 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-61-359 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-71-360 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-81-361 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-91-362 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-101-363 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-111-364 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-121-365 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-131-366 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-141-367 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-151-368 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-161-369 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-171-370 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-181-371 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-191-372 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-201-373 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-211-374 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-221-375 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-231-376 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-241-377 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-251-378 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-261-379 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-271-380 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-281-381 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-291-382 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-301-383 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-311-384 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-321-385 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-11-386 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-21-387 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-31-388 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-41-389 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-51-390 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-61-391 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-71-392 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-81-393 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-91-394 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-101-395 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-111-396 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-121-397 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-131-398 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-141-399 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-151-400 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-161-401 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-171-402 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-181-403 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-191-404 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-201-405 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-211-406 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-221-407 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-231-408 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-241-409 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-251-410 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-261-411 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-271-412 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-281-413 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-201-414 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-301-415 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-311-416 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-321-417 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-11-418 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-21-419 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-31-420 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-41-421 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-51-422 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-61-423 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-71-424 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-81-425 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-91-426 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-101-427 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-111-428 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-121-429 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-131-430 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-141-431 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-151-432 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-161-433 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-171-434 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-181-435 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-191-436 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-201-437 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-211-438 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-221-439 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-231-440 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-241-441 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-251-442 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-261-443 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-271-444 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-281-445 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-291-446 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-301-447 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-311-448 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-321-449 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-11-450 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-21-451 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-31-452 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-41-453 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-51-454 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-61-455 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-71-456 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-81-457 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-91-458 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-101-459 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-111-460 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-121-461 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-131-462 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-141-463 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-151-464 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-161-465 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-171-466 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-181-467 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-191-468 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-201-469 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-211-470 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-221-471 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-231-472 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-241-473 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-251-474 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-261-475 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-271-476 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-281-477 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-291-478 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-301-479 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-311-480 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-321-481 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-11-482 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-21-483 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-31-484 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-41-485 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-51-486 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-61-487 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-71-488 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-81-489 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-91-490 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-101-491 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-111-492 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-121-493 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-131-494 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-141-495 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-151-496 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-161-497 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-171-498 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-181-499 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-191-500 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-201-501 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-211-502 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-221-503 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-231-504 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-241-505 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-251-506 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-261-507 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-271-508 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-281-509 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-291-510 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-301-511 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-311-512 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-321-513 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-11-514 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-21-515 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-31-516 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-41-517 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-51-518 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-61-519 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-71-520 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-81-521 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-91-522 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-101-523 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-111-524 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-121-525 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-131-526 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-141-527 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-151-528 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-161-529 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-171-530 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-181-531 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-191-532 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-201-533 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-211-534 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-221-535 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-231-536 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-241-537 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-251-538 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-261-539 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-271-540 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-281-541 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-291-542 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-301-543 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-311-544 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-321-545 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-11-546 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-21-547 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-31-548 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-41-549 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-51-550 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-61-551 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-71-552 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-81-553 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-91-554 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-101-555 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-111-556 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-121-557 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-131-558 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-141-559 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-151-560 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-161-561 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-171-562 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-181-563 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-191-564 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-201-565 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-211-566 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-221-567 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-231-568 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-241-569 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-251-570 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-261-571 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-271-572 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-281-573 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-291-574 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-301-575 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-311-576 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-321-577 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-11-578 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-21-579 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-31-580 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-41-581 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-51-582 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-61-583 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-71-584 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-81-585 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-91-586 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-101-587 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-111-588 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-121-589 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-131-590 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-141-591 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-151-592 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-161-593 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-171-594 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-181-595 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-191-596 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-201-597 Sub-51 3.4-diClPh CH.sub.2 Single bond Sub-211-598 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-221-599 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-231-600 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-241-601 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-251-602 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-261-603 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-271-604 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-281-605 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-291-606 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-301-607 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-311-608 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-321-609 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-11-610 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-21-611 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-31-612 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-41-613 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-51-614 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-61-615 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-71-616 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-81-617 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-91-618 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-101-619 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-111-620 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-121-621 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-131-622 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-141-623 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-151-624 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-161-625 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-171-626 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-181-627 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-191-628 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-201-629 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-211-630 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-221-631 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-231-632 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-241-633 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-251-634 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-261-635 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-271-636 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-281-637 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-291-638 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-301-639 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-311-640 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-321-641 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-11-642 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-21-643 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-31-644 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-41-645 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-51-646 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-61-647 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-71-648 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-81-649 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-91-650 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-101-651 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-111-652 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-121-653 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-131-654 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-141-655 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-151-656 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-161-657 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-171-658 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-181-659 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-191-660 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-201-661 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-211-662 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-221-663 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-231-664 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-241-665 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-251-666 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-261-667 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-271-668 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-281-669 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-291-670 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-301-671 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-311-672 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-321-673 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-11-674 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-21-675 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-31-676 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-41-677 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-51-678 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-61-679 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-71-680 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-81-681 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-91-682 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-101-683 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-111-684 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-121-685 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-131-686 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-141-687 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-151-688 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-161-689 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-171-690 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-181-691 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-191-692 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-201-693 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-211-694 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-221-695 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-231-696 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-241-697 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-251-698 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-261-699 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-271-700 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-281-701 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-291-702 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-301-703 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-311-704 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-321-705 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-11-706 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-21-707 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-31-708 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-41-709 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-51-710 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-61-711 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-71-712 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-81-713 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-91-714 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-101-715 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-111-716 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-121-717 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-131-718 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-141-719 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-151-720 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-161-721 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-171-722 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-181-723 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-191-724 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-201-725 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-211-726 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-221-727 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-231-728 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-241-729 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-251-730 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-261-731 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-271-732 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-281-733 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-291-734 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-301-735 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-311-736 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-321-737 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-11-738 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-21-739 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-31-740 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-41-741 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-51-742 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-61-743 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-71-744 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-81-745 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-91-746 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-101-747 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-111-748 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-121-749 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-131-750 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-141-751 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-151-752 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-161-753 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-171-754 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-181-755 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-191-756 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-201-757 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-211-758 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-221-759 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-231-760 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-241-761 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-251-762 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-261-763 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-271-764 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-281-765 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-291-766 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-301-767 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-311-768 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-321-769 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-11-770 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-21-771 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-31-772 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-41-773 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-51-774 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-61-775 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-71-776 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-81-777 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-91-778 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-101-779 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-111-780 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-121-781 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-131-782 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-141-783 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-151-784 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-161-785 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-171-786 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-181-787 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-191-788 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-201-789 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-211-790 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-221-791 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-231-792 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-241-793 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-251-794 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-261-795 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-271-796 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-281-797 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-291-798 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-301-799 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-311-800 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-321-801 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-11-802 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-21-803 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-31-804 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-41-805 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-51-806 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-61-807 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-71-808 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-81-809 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-91-810 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-101-811 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-111-812 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-121-813 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-131-814 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-141-815 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-151-816 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-161-817 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-171-818 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-181-819 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-191-820 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-201-821 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-211-822 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-221-823 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-231-824 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-241-825 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-251-826 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-261-827 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-271-828 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-281-829 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-291-830 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-301-831 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-311-832 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-321-833 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-11-834 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-21-835 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-31-836 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-41-837 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-51-838 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-61-839 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-71-840 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-81-841 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-91-842 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-101-843 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-111-844 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-121-845 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-131-846 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-141-847 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-151-848 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-161-849 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-171-850 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-181-851 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-191-852 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-201-853 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-211-854 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-221-855 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-231-856 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-241-857 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-251-858 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-261-859 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-271-860 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-281-861 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-291-862 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-301-863 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-311-864 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-321-865 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-11-866 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-21-867 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-31-868 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-41-869 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-51-870 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-61-871 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-71-872 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-81-873 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-91-874 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-101-875 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-111-876 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-121-877 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-131-878 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-141-879 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-151-880 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-161-881 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-171-882 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-181-883 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-191-884 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-201-885 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-211-886 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-221-887 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-231-888 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-241-889 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-251-890 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-261-891 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-271-892 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-281-893 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-291-894 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-301-895 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-311-896 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-321-897 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-11-898 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-21-899 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-31-900 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-41-901 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-51-902 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-61-903 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-71-904 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-81-905 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-91-906 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-101-907 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-111-908 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-121-909 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-131-910 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-141-911 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-151-912 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-161-913 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-171-914 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-181-915 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-191-916 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-201-917 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-211-918 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-221-919 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-231-920 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-241-921 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-251-922 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-261-923 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-271-924 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-281-925 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-291-926 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-301-927 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-311-928 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-321-929 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-11-930 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-21-931 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-31-932 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-41-933 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-51-934 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-61-935 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-71-936 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-81-937 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-91-938 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-101-939 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-111-940 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-121-941 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-131-942 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-141-943 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-151-944 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-161-945 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-171-946 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-181-947 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-191-948 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-201-949 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-211-950 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-221-951 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-231-952 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-241-953 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-251-954 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-261-955 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-271-956 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-281-957 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-291-958 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-301-959 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-311-960 Sub-62 3,4-diClPh CH.sub.2 Single bond Sub-321-961 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-11-962 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-21-963 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-31-964 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-41-965 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-51-966 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-61-967 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-71-968 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-81-969 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-91-970 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-101-971 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-111-972 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-121-973 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-131-974 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-141-975 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-151-976 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-161-977 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-171-978 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-181-979 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-191-980 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-201-981 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-211-982 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-221-983 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-231-984 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-241-985 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-251-986 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-261-987 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-271-988 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-281-989 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-291-990 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-301-991 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-311-992 Sub-63 3,4-diClPh CH.sub.2 Single bond Sub-321-993 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-11-994 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-21-995 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-31-996 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-41-997 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-51-998 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-61-999 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-71-1000 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-81-1001 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-91-1002 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-101-1003 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-111-1004 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-121-1005 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-131-1006 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-141-1007 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-151-1008 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-161-1009 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-171-1010 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-181-1011 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-191-1012 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-201-1013 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-211-1014 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-221-1015 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-231-1016 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-241-1017 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-251-1018 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-261-1019 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-271-1020 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-281-1021 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-291-1022 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-301-1023 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-311-1024 Sub-64 3,4-diClPh CH.sub.2 Single bond Sub-321-1025 Sub-33 3,4-diClPh CO Single bond Sub-11-1026 Sub-33 3,4-diClPh CO Single bond Sub-21-1027 Sub-33 3,4-diClPh CO Single bond Sub-31-1028 Sub-33 3,4-diClPh CO Single bond Sub-41-1029 Sub-33 3,4-diClPh CO Single bond Sub-51-1030 Sub-33 3,4-diClPh CO Single bond Sub-61-1031 Sub-33 3,4-diClPh CO Single bond Sub-71-1032 Sub-33 3,4-diClPh CO Single bond Sub-81-1033 Sub-33 3,4-diClPh CO Single bond Sub-91-1034 Sub-33 3,4-diClPh CO Single bond Sub-101-1035 Sub-33 3,4-diClPh CO Single bond Sub-111-1036 Sub-33 3,4-diClPh CO Single bond Sub-121-1037 Sub-33 3,4-diClPh CO Single bond Sub-131-1038 Sub-33 3,4-diClPh CO Single bond Sub-141-1039 Sub-33 3,4-diClPh CO Single bond Sub-151-1040 Sub-33 3,4-diClPh CO Single bond Sub-161-1041 Sub-33 3,4-diClPh CO Single bond Sub-171-1042 Sub-33 3,4-diClPh CO Single bond Sub-181-1043 Sub-33 3,4-diClPh CO Single bond Sub-191-1044 Sub-33 3,4-diClPh CO Single bond Sub-201-1045 Sub-33 3,4-diClPh CO Single bond Sub-211-1046 Sub-33 3,4-diClPh CO Single bond Sub-221-1047 Sub-33 3,4-diClPh CO Single bond Sub-231-1048 Sub-33 3,4-diClPh CO Single bond Sub-241-1049 Sub-33 3,4-diClPh CO Single bond Sub-251-1050 Sub-33 3,4-diClPh CO Single bond Sub-261-1051 Sub-33 3,4-diClPh CO Single bond Sub-271-1052 Sub-33 3,4-diClPh CO Single bond Sub-281-1053 Sub-33 3,4-diClPh CO Single bond Sub-291-1054 Sub-33 3,4-diClPh CO Single bond Sub-301-1055 Sub-33 3,4-diClPh CO Single bond Sub-311-1056 Sub-33 3,4-diClPh CO Single bond Sub-321-1057 Sub-34 3,4-diClPh CO Single bond Sub-11-1058 Sub-34 3,4-diClPh CO Single bond Sub-21-1059 Sub-34 3,4-diClPh CO Single bond Sub-31-1060 Sub-34 3,4-diClPh CO Single bond Sub-41-1061 Sub-34 3,4-diClPh CO Single bond Sub-51-1062 Sub-34 3,4-diClPh CO Single bond Sub-61-1063 Sub-34 3,4-diClPh CO Single bond Sub-71-1064 Sub-34 3,4-diClPh CO Single bond Sub-81-1065 Sub-34 3,4-diClPh CO Single bond Sub-91-1066 Sub-34 3,4-diClPh CO Single bond Sub-101-1067 Sub-34 3,4-diClPh CO Single bond Sub-111-1068 Sub-34 3,4-diClPh CO Single bond Sub-121-1069 Sub-34 3,4-diClPh CO Single bond Sub-131-1070 Sub-34 3,4-diClPh CO Single bond Sub-141-1071 Sub-34 3,4-diClPh CO Single bond Sub-151-1072 Sub-34 3,4-diClPh CO Single bond Sub-161-1073 Sub-34 3,4-diClPh CO Single bond Sub-171-1074 Sub-34 3,4-diClPh CO Single bond Sub-181-1075 Sub-34 3,4-diClPh CO Single bond Sub-191-1076 Sub-34 3,4-diClPh CO Single bond Sub-201-1077 Sub-34 3,4-diClPh CO Single bond Sub-211-1078 Sub-34 3,4-diClPh CO Single bond Sub-221-1079 Sub-34 3,4-diClPh CO Single bond Sub-231-1080 Sub-34 3,4-diClPh CO Single bond Sub-241-1081 Sub-34 3,4-diClPh CO Single bond Sub-251-1082 Sub-34 3,4-diClPh CO Single bond Sub-261-1083 Sub-34 3,4-diClPh CO Single bond Sub-271-1084 Sub-34 3,4-diClPh CO Single bond Sub-281-1085 Sub-34 3,4-diClPh CO Single bond Sub-291-1086 Sub-34 3,4-diClPh CO Single bond Sub-301-1087 Sub-34 3,4-diClPh CO Single bond Sub-311-1088 Sub-34 3,4-diClPh CO Single bond Sub-321-1089 Sub-35 3,4-diClPh CO Single bond Sub-11-1090 Sub-35 3,4-diClPh CO Single bond Sub-21-1091 Sub-35 3,4-diClPh CO Single bond Sub-31-1092 Sub-35 3,4-diClPh CO Single bond Sub-41-1093 Sub-35 3,4-diClPh CO Single bond Sub-51-1094 Sub-35 3,4-diClPh CO Single bond Sub-61-1095 Sub-35 3,4-diClPh CO Single bond Sub-71-1096 Sub-35 3,4-diClPh CO Single bond Sub-81-1097 Sub-35 3,4-diClPh CO Single bond Sub-91-1098 Sub-35 3,4-diClPh CO Single bond Sub-101-1099 Sub-35 3,4-diClPh CO Single bond Sub-111-1100 Sub-35 3,4-diClPh CO Single bond Sub-121-1101 Sub-35 3,4-diClPh CO Single bond Sub-131-1102 Sub-35 3,4-diClPh CO Single bond Sub-141-1103 Sub-35 3,4-diClPh CO Single bond Sub-151-1104 Sub-35 3,4-diClPh CO Single bond Sub-161-1105 Sub-35 3,4-diClPh CO Single bond Sub-171-1106 Sub-35 3,4-diClPh CO Single bond Sub-181-1107 Sub-35 3,4-diClPh CO Single bond Sub-191-1108 Sub-35 3,4-diClPh CO Single bond Sub-201-1109 Sub-35 3,4-diClPh CO Single bond Sub-211-1110 Sub-35 3,4-diClPh CO Single bond Sub-221-1111 Sub-35 3,4-diClPh CO Single bond Sub-231-1112 Sub-35 3,4-diClPh CO Single bond Sub-241-1113 Sub-35 3,4-diClPh CO Single bond Sub-251-1114 Sub-35 3,4-diClPh CO Single bond Sub-261-1115 Sub-35 3,4-diClPh CO Single bond Sub-271-1116 Sub-35 3,4-diClPh CO Single bond Sub-281-1117 Sub-35 3,4-diClPh CO Single bond Sub-291-1118 Sub-35 3,4-diClPh CO Single bond Sub-301-1119 Sub-35 3,4-diClPh CO Single bond Sub-311-1120 Sub-35 3,4-diClPh CO Single bond Sub-321-1121 Sub-36 3,4-diClPh CO Single bond Sub-11-1122 Sub-36 3,4-diClPh CO Single bond Sub-21-1123 Sub-36 3,4-diClPh CO Single bond Sub-31-1124 Sub-36 3,4-diClPh CO Single bond Sub-41-1125 Sub-36 3,4-diClPh CO Single bond Sub-51-1126 Sub-36 3,4-diClPh CO Single bond Sub-61-1127 Sub-36 3,4-diClPh CO Single bond Sub-71-1128 Sub-36 3,4-diClPh CO Single bond Sub-81-1129 Sub-36 3,4-diClPh CO Single bond Sub-91-1130 Sub-36 3,4-diClPh CO Single bond Sub-101-1131 Sub-36 3,4-diClPh CO Single bond Sub-111-1132 Sub-36 3,4-diClPh CO Single bond Sub-121-1133 Sub-36 3,4-diClPh CO Single bond Sub-131-1134 Sub-36 3,4-diClPh CO Single bond Sub-141-1135 Sub-36 3,4-diClPh CO Single bond Sub-151-1136 Sub-36 3,4-diClPh CO Single bond Sub-161-1137 Sub-36 3,4-diClPh CO Single bond Sub-171-1138 Sub-36 3,4-diClPh CO Single bond Sub-181-1139 Sub-36 3,4-diClPh CO Single bond Sub-191-1140 Sub-36 3,4-diClPh CO Single bond Sub-201-1141 Sub-36 3,4-diClPh CO Single bond Sub-211-1142 Sub-36 3,4-diClPh CO Single bond Sub-221-1143 Sub-36 3,4-diClPh CO Single bond Sub-231-1144 Sub-36 3,4-diClPh CO Single bond Sub-241-1145 Sub-36 3,4-diClPh CO Single bond Sub-251-1146 Sub-36 3,4-diClPh CO Single bond Sub-261-1147 Sub-36 3,4-diClPh CO Single bond Sub-271-1148 Sub-36 3,4-diClPh CO Single bond Sub-281-1149 Sub-36 3,4-diClPh CO Single bond Sub-291-1150 Sub-36 3,4-diClPh CO Single bond Sub-301-1151 Sub-36 3,4-diClPh CO Single bond Sub-311-1152 Sub-36 3,4-diClPh CO Single bond Sub-321-1153 Sub-37 3,4-diClPh CO Single bond Sub-11-1154 Sub-37 3,4-diClPh CO Single bond Sub-21-1155 Sub-37 3,4-diClPh CO Single bond Sub-31-1156 Sub-37 3,4-diClPh CO Single bond Sub-41-1157 Sub-37 3,4-diClPh CO Single bond Sub-51-1158 Sub-37 3,4-diClPh CO Single bond Sub-61-1159 Sub-37 3,4-diClPh CO Single bond Sub-71-1160 Sub-37 3,4-diClPh CO Single bond Sub-81-1161 Sub-37 3,4-diClPh CO Single bond Sub-91-1162 Sub-37 3,4-diClPh CO Single bond Sub-101-1163 Sub-37 3,4-diClPh CO Single bond Sub-111-1164 Sub-37 3,4-diClPh CO Single bond Sub-121-1165 Sub-37 3,4-diClPh CO Single bond Sub-131-1166 Sub-37 3,4-diClPh CO Single bond Sub-141-1167 Sub-37 3,4-diClPh CO Single bond Sub-151-1168 Sub-37 3,4-diClPh CO Single bond Sub-161-1169 Sub-37 3,4-diClPh CO Single bond Sub-171-1170 Sub-37 3,4-diClPh CO Single bond Sub-181-1171 Sub-37 3,4-diClPh CO Single bond Sub-191-1172 Sub-37 3,4-diClPh CO Single bond Sub-201-1173 Sub-37 3,4-diClPh CO Single bond Sub-211-1174 Sub-37 3,4-diClPh CO Single bond Sub-221-1175 Sub-37 3,4-diClPh CO Single bond Sub-231-1176 Sub-37 3,4-diClPh CO Single bond Sub-241-1177 Sub-37 3,4-diClPh CO Single bond Sub-251-1178 Sub-37 3,4-diClPh CO Single bond Sub-261-1179 Sub-37 3,4-diClPh CO Single bond Sub-271-1180 Sub-37 3,4-diClPh CO Single bond Sub-281-1181 Sub-37 3,4-diClPh CO Single bond Sub-291-1182 Sub-37 3,4-diClPh CO Single bond Sub-301-1183 Sub-37 3,4-diClPh CO Single bond Sub-311-1184 Sub-37 3,4-diClPh CO Single bond Sub-321-1185 Sub-38 3,4-diClPh CO Single bond Sub-11-1186 Sub-38 3,4-diClPh CO Single bond Sub-21-1187 Sub-38 3,4-diClPh CO Single bond Sub-31-1188 Sub-38 3,4-diClPh CO Single bond Sub-41-1189 Sub-38 3,4-diClPh CO Single bond Sub-51-1190 Sub-38 3,4-diClPh CO Single bond Sub-61-1191 Sub-38 3,4-diClPh CO Single bond Sub-71-1192 Sub-38 3,4-diClPh CO Single bond Sub-81-1193 Sub-38 3,4-diClPh CO Single bond Sub-91-1194 Sub-38 3,4-diClPh CO Single bond Sub-101-1195 Sub-38 3,4-diClPh CO Single bond Sub-111-1196 Sub-38 3,4-diClPh CO Single bond Sub-121-1197 Sub-38 3,4-diClPh CO Single bond Sub-131-1198 Sub-38 3,4-diClPh CO Single bond Sub-141-1199 Sub-38 3,4-diClPh CO Single bond Sub-151-1200 Sub-38 3,4-diClPh CO Single bond Sub-161-1201 Sub-38 3,4-diClPh CO Single bond Sub-171-1202 Sub-38 3,4-diClPh CO Single bond Sub-181-1203 Sub-38 3,4-diClPh CO Single bond Sub-191-1204 Sub-38 3,4-diClPh CO Single bond Sub-201-1205 Sub-38 3,4-diClPh CO Single bond Sub-211-1206 Sub-38 3,4-diClPh CO Single bond Sub-221-1207 Sub-38 3,4-diClPh CO Single bond Sub-231-1208 Sub-38 3,4-diClPh CO Single bond Sub-241-1209 Sub-38 3,4-diClPh CO Single bond Sub-251-1210 Sub-38 3,4-diClPh CO Single bond Sub-261-1211 Sub-38 3,4-diClPh CO Single bond Sub-271-1212 Sub-38 3,4-diClPh CO Single bond Sub-281-1213 Sub-38 3,4-diClPh CO Single bond Sub-291-1214 Sub-38 3,4-diClPh CO Single bond Sub-301-1215 Sub-38 3,4-diClPh CO Single bond Sub-311-1216 Sub-38 3,4-diClPh CO Single bond Sub-321-1217 Sub-39 3,4-diClPh CO Single bond Sub-11-1218 Sub-39 3,4-diClPh CO Single bond Sub-21-1219 Sub-39 3,4-diClPh CO Single bond Sub-31-1220 Sub-39 3,4-diClPh CO Single bond Sub-41-1221 Sub-39 3,4-diClPh CO Single bond Sub-51-1222 Sub-39 3,4-diClPh CO Single bond Sub-61-1223 Sub-39 3,4-diClPh CO Single bond Sub-71-1224 Sub-39 3,4-diClPh CO Single bond Sub-81-1225 Sub-39 3,4-diClPh CO Single bond Sub-91-1226 Sub-39 3,4-diClPh CO Single bond Sub-101-1227 Sub-39 3,4-diClPh CO Single bond Sub-111-1228 Sub-39 3,4-diClPh CO Single bond Sub-121-1229 Sub-39 3,4-diClPh CO Single bond Sub-131-1230 Sub-39 3,4-diClPh CO Single bond Sub-141-1231 Sub-39 3,4-diClPh CO Single bond Sub-151-1232 Sub-39 3,4-diClPh CO Single bond Sub-161-1233 Sub-39 3,4-diClPh CO Single bond Sub-171-1234 Sub-39 3,4-diClPh CO Single bond Sub-181-1235 Sub-39 3,4-diClPh CO Single bond Sub-191-1236 Sub-39 3,4-diClPh CO Single bond Sub-201-1237 Sub-39 3,4-diClPh CO Single bond Sub-211-1238 Sub-39 3,4-diClPh CO Single bond Sub-221-1239 Sub-39 3,4-diClPh CO Single bond Sub-231-1240 Sub-39 3,4-diClPh CO Single bond Sub-241-1241 Sub-39 3,4-diClPh CO Single bond Sub-251-1242 Sub-39 3,4-diClPh CO Single bond Sub-261-1243 Sub-39 3,4-diClPh CO Single bond Sub-271-1244 Sub-39 3,4-diClPh CO Single bond Sub-281-1245 Sub-39 3,4-diClPh CO Single bond Sub-291-1246 Sub-39 3,4-diClPh CO Single bond Sub-301-1247 Sub-39 3,4-diClPh CO Single bond Sub-311-1248 Sub-39 3,4-diClPh CO Single bond Sub-321-1249 Sub-40 3,4-diClPh CO Single bond Sub-11-1250 Sub-40 3,4-diClPh CO Single bond Sub-21-1251 Sub-40 3,4-diClPh CO Single bond Sub-31-1252 Sub-40 3,4-diClPh CO Single bond Sub-41-1253 Sub-40 3,4-diClPh CO Single bond Sub-51-1254 Sub-40 3,4-diClPh CO Single bond Sub-61-1255 Sub-40 3,4-diClPh CO Single bond Sub-71-1256 Sub-40 3,4-diClPh CO Single bond Sub-81-1257 Sub-40 3,4-diClPh CO Single bond Sub-91-1258 Sub-40 3,4-diClPh CO Single bond Sub-101-1259 Sub-40 3,4-diClPh CO Single bond Sub-111-1260 Sub-40 3,4-diClPh CO Single bond Sub-121-1261 Sub-40 3,4-diClPh CO Single bond Sub-131-1262 Sub-40 3,4-diClPh CO Single bond Sub-141-1263 Sub-40 3,4-diClPh CO Single bond Sub-151-1264 Sub-40 3,4-diClPh CO Single bond Sub-161-1265 Sub-40 3,4-diClPh CO Single bond Sub-171-1266 Sub-40 3,4-diClPh CO Single bond Sub-181-1267 Sub-40 3,4-diClPh CO Single bond Sub-191-1268 Sub-40 3,4-diClPh CO Single bond Sub-201-1269 Sub-40 3,4-diClPh CO Single bond Sub-211-1270 Sub-40 3,4-diClPh CO Single bond Sub-221-1271 Sub-40 3,4-diClPh CO Single bond Sub-231-1272 Sub-40 3,4-diClPh CO Single bond Sub-241-1273 Sub-40 3,4-diClPh CO Single bond Sub-251-1274 Sub-40 3,4-diClPh CO Single bond Sub-261-1275 Sub-40 3,4-diClPh CO Single bond Sub-271-1276 Sub-40 3,4-diClPh CO Single bond Sub-281-1277 Sub-40 3,4-diClPh CO Single bond Sub-291-1278 Sub-40 3,4-diClPh CO Single bond Sub-301-1279 Sub-40 3,4-diClPh CO Single bond Sub-311-1280 Sub-40 3,4-diClPh CO Single bond Sub-321-1281 Sub-41 3,4-diClPh CO Single bond Sub-11-1282 Sub-41 3,4-diClPh CO Single bond Sub-21-1283 Sub-41 3,4-diClPh CO Single bond Sub-31-1284 Sub-41 3,4-diClPh CO Single bond Sub-41-1285 Sub-41 3,4-diClPh CO Single bond Sub-51-1286 Sub-41 3,4-diClPh CO Single bond Sub-61-1287 Sub-41 3,4-diClPh CO Single bond Sub-71-1288 Sub-41 3,4-diClPh CO Single bond Sub-81-1289 Sub-41 3,4-diClPh CO Single bond Sub-91-1290 Sub-41 3,4-diClPh CO Single bond Sub-101-1291 Sub-41 3,4-diClPh CO Single bond Sub-111-1292 Sub-41 3,4-diClPh CO Single bond Sub-121-1293 Sub-41 3,4-diClPh CO Single bond Sub-131-1294 Sub-41 3,4-diClPh CO Single bond Sub-141-1295 Sub-41 3,4-diClPh CO Single bond Sub-151-1296 Sub-41 3,4-diClPh CO Single bond Sub-161-1297 Sub-41 3,4-diClPh CO Single bond Sub-171-1298 Sub-41 3,4-diClPh CO Single bond Sub-181-1299 Sub-41 3,4-diClPh CO Single bond Sub-191-1300 Sub-41 3,4-diClPh CO Single bond Sub-201-1301 Sub-41 3,4-diClPh CO Single bond Sub-211-1302 Sub-41 3,4-diClPh CO Single bond Sub-221-1303 Sub-41 3,4-diClPh CO Single bond Sub-231-1304 Sub-41 3,4-diClPh CO Single bond Sub-241-1305 Sub-41 3,4-diClPh CO Single bond Sub-251-1306 Sub-41 3,4-diClPh CO Single bond Sub-261-1307 Sub-41 3,4-diClPh CO Single bond Sub-271-1308 Sub-4l 3,4-diClPh CO Single bond Sub-281-1309 Sub-41 3,4-diClPh CO Single bond Sub-291-1310 Sub-41 3,4-diClPh CO Single bond Sub-301-1311 Sub-41 3,4-diClPh CO Single bond Sub-311-1312 Sub-41 3,4-diClPh CO Single bond Sub-321-1313 Sub-42 3,4-diClPh CO Single bond Sub-11-1314 Sub-42 3,4-diClPh CO Single bond Sub-21-1315 Sub-42 3,4-diClPh CO Single bond Sub-31-1316 Sub-42 3,4-diClPh CO Single bond Sub-41-1317 Sub-42 3,4-diClPh CO Single bond Sub-51-1318 Sub-42 3,4-diClPh CO Single bond Sub-61-1319 Sub-42 3,4-diClPh CO Single bond Sub-71-1320 Sub-42 3,4-diClPh CO Single bond Sub-81-1321 Sub-42 3,4-diClPh CO Single bond Sub-91-1322 Sub-42 3,4-diClPh CO Single bond Sub-101-1323 Sub-42 3,4-diClPh CO Single bond Sub-111-1324 Sub-42 3,4-diClPh CO Single bond Sub-121-1325 Sub-42 3,4-diClPh CO Single bond Sub-131-1326 Sub-42 3,4-diClPh CO Single bond Sub-141-1327 Sub-42 3,4-diClPh CO Single bond Sub-151-1328 Sub-42 3,4-diClPh CO Single bond Sub-161-1329 Sub-42 3,4-diClPh CO Single bond Sub-171-1330 Sub-42 3,4-diClPh CO Single bond Sub-181-1331 Sub-42 3,4-diClPh CO Single bond Sub-191-1332 Sub-42 3,4-diClPh CO Single bond Sub-201-1333 Sub-42 3,4-diClPh CO Single bond Sub-211-1334 Sub-42 3,4-diClPh CO Single bond Sub-221-1335 Sub-42 3,4-diClPh CO Single bond Sub-231-1336 Sub-42 3,4-diClPh CO Single bond Sub-241-1337 Sub-42 3,4-diClPh CO Single bond Sub-251-1338 Sub-42 3,4-diClPh CO Single bond Sub-261-1339 Sub-42 3,4-diClPh CO Single bond Sub-271-1340 Sub-42 3,4-diClPh CO Single bond Sub-281-1341 Sub-42 3,4-diClPh CO Single bond Sub-291-1342 Sub-42 3,4-diClPh CO Single bond Sub-301-1343 Sub-42 3,4-diClPh CO Single bond Sub-311-1344 Sub-42 3,4-diClPh CO Single bond Sub-321-1345 Sub-43 3,4-diClPh CO Single bond Sub-11-1346 Sub-43 3,4-diClPh CO Single bond Sub-21-1347 Sub-43 3,4-diClPh CO Single bond Sub-31-1348 Sub-43 3,4-diClPh CO Single bond Sub-41-1349 Sub-43 3,4-diClPh CO Single bond Sub-51-1350 Sub-43 3,4-diClPh CO Single bond Sub-61-1351 Sub-43 3,4-diClPh CO Single bond Sub-71-1352 Sub-43 3,4-diClPh CO Single bond Sub-81-1353 Sub-43 3,4-diClPh CO Single bond Sub-91-1354 Sub-43 3,4-diClPh CO Single bond Sub-101-1355 Sub-43 3,4-diClPh CO Single bond Sub-111-1356 Sub-43 3,4-diClPh CO Single bond Sub-121-1357 Sub-43 3,4-diClPh CO Single bond Sub-131-1358 Sub-43 3,4-diClPh CO Single bond Sub-141-1359 Sub-43 3,4-diClPh CO Single bond Sub-151-1360 Sub-43 3,4-diClPh CO Single bond Sub-161-1361 Sub-43 3,4-diClPh CO Single bond Sub-171-1362 Sub-43 3,4-diClPh CO Single bond Sub-181-1363 Sub-43 3,4-diClPh CO Single bond Sub-191-1364 Sub-43 3,4-diClPh CO Single bond Sub-201-1365 Sub-43 3,4-diClPh CO Single bond Sub-211-1366 Sub-43 3,4-diClPh CO Single bond Sub-221-1367 Sub-43 3,4-diClPh CO Single bond Sub-231-1368 Sub-43 3,4-diClPh CO Single bond Sub-241-1369 Sub-43 3,4-diClPh CO Single bond Sub-251-1370 Sub-43 3,4-diClPh CO Single bond Sub-261-1371 Sub-43 3,4-diClPh CO Single bond Sub-271-1372 Sub-43 3,4-diClPh CO Single bond Sub-281-1373 Sub-43 3,4-diClPh CO Single bond Sub-291-1374 Sub-43 3,4-diClPh CO Single bond Sub-301-1375 Sub-43 3,4-diClPh CO Single bond Sub-311-1376 Sub-43 3,4-diClPh CO Single bond Sub-321-1377 Sub-44 3,4-diClPh CO Single bond Sub-11-1378 Sub-44 3,4-diClPh CO Single bond Sub-21-1379 Sub-44 3,4-diClPh CO Single bond Sub-31-1380 Sub-44 3,4-diClPh CO Single bond Sub-41-1381 Sub-44 3,4-diClPh CO Single bond Sub-51-1382 Sub-44 3,4-diClPh CO Single bond Sub-61-1383 Sub-44 3,4-diClPh CO Single bond Sub-71-1384 Sub-44 3,4-diClPh CO Single bond Sub-81-1385 Sub-44 3,4-diClPh CO Single bond Sub-91-1386 Sub-44 3,4-diClPh CO Single bond Sub-101-1387 Sub-44 3,4-diClPh CO Single bond Sub-111-1388 Sub-44 3,4-diClPh CO Single bond Sub-121-1389 Sub-44 3,4-diClPh CO Single bond Sub-131-1390 Sub-44 3,4-diClPh CO Single bond Sub-141-1391 Sub-44 3,4-diClPh CO Single bond Sub-151-1392 Sub-44 3,4-diClPh CO Single bond Sub-161-1393 Sub-44 3,4-diClPh CO Single bond Sub-171-1394 Sub-44 3,4-diClPh CO Single bond Sub-181-1395 Sub-44 3,4-diClPh CO Single bond Sub-191-1396 Sub-44 3,4-diClPh CO Single bond Sub-201-1397 Sub-44 3,4-diClPh CO Single bond Sub-211-1398 Sub-44 3,4-diClPh CO Single bond Sub-221-1399 Sub-44 3,4-diClPh CO Single bond Sub-231-1400 Sub-44 3,4-diClPh CO Single bond Sub-241-1401 Sub-44 3,4-diClPh CO Single bond Sub-251-1402 Sub-44 3,4-diClPh CO Single bond Sub-261-1403 Sub-44 3,4-diClPh CO Single bond Sub-271-1404 Sub-44 3,4-diClPh CO Single bond Sub-281-1405 Sub-44 3,4-diClPh CO Single bond Sub-291-1406 Sub-44 3,4-diClPh CO Single bond Sub-301-1407 Sub-44 3,4-diClPh CO Single bond Sub-311-1408 Sub-44 3,4-diClPh CO Single bond Sub-321-1409 Sub-45 3,4-diClPh CO Single bond Sub-11-1410 Sub-45 3,4-diClPh CO Single bond Sub-21-1411 Sub-45 3,4-diClPh CO Single bond Sub-31-1412 Sub-45 3,4-diClPh CO Single bond Sub-41-1413 Sub-45 3,4-diClPh CO Single bond Sub-51-1414 Sub-45 3,4-diClPh CO Single bond Sub-61-1415 Sub-45 3,4-diClPh CO Single bond Sub-71-1416 Sub-45 3,4-diClPh CO Single bond Sub-81-1417 Sub-45 3,4-diClPh CO Single bond Sub-91-1418 Sub-45 3,4-diClPh CO Single bond Sub-101-1419 Sub-45 3,4-diClPh CO Single bond Sub-111-1420 Sub-45 3,4-diClPh CO Single bond Sub-121-1421 Sub-45 3,4-diClPh CO Single bond Sub-131-1422 Sub-45 3,4-diClPh CO Single bond Sub-141-1423 Sub-45 3,4-diClPh CO Single bond Sub-151-1424 Sub-45 3,4-diClPh CO Single bond Sub-161-1425 Sub-45 3,4-diClPh CO Single bond Sub-171-1426 Sub-45 3,4-diClPh CO Single bond Sub-181-1427 Sub-45 3,4-diClPh CO Single bond Sub-191-1428 Sub-45 3,4-diClPh CO Single bond Sub-201-1429 Sub-45 3,4-diClPh CO Single bond Sub-211-1430 Sub-45 3,4-diClPh CO Single bond Sub-221-1431 Sub-45 3,4-diClPh CO Single bond Sub-231-1432 Sub-45 3,4-diClPh CO Single bond Sub-241-1433 Sub-45 3,4-diClPh CO Single bond Sub-251-1434 Sub-45 3,4-diClPh CO Single bond Sub-261-1435 Sub-45 3,4-diClPh CO Single bond Sub-271-1436 Sub-45 3,4-diClPh CO Single bond Sub-281-1437 Sub-45 3,4-diClPh CO Single bond Sub-291-1438 Sub-45 3,4-diClPh CO Single bond Sub-301-1439 Sub-45 3,4-diClPh CO Single bond Sub-311-1440 Sub-45 3,4-diClPh CO Single bond Sub-321-1441 Sub-46 3,4-diClPh CO Single bond Sub-11-1442 Sub-46 3,4-diClPh CO Single bond Sub-21-1443 Sub-46 3,4-diClPh CO Single bond Sub-31-1444 Sub-46 3,4-diClPh CO Single bond Sub-41-1445 Sub-46 3,4-diClPh CO Single bond Sub-51-1446 Sub-46 3,4-diClPh CO Single bond Sub-61-1447 Sub-46 3,4-diClPh CO Single bond Sub-71-1448 Sub-46 3,4-diClPh CO Single bond Sub-81-1449 Sub-46 3,4-diClPh CO Single bond Sub-91-1450 Sub-46 3,4-diClPh CO Single bond Sub-101-1451 Sub-46 3,4-diClPh CO Single bond Sub-111-1452 Sub-46 3,4-diClPh CO Single bond Sub-121-1453 Sub-46 3,4-diClPh CO Single bond Sub-131-1454 Sub-46 3,4-diClPh CO Single bond Sub-141-1455 Sub-46 3,4-diClPh CO Single bond Sub-151-1456 Sub-46 3,4-diClPh CO Single bond Sub-161-1457 Sub-46 3,4-diClPh CO Single bond Sub-171-1458 Sub-46 3,4-diClPh CO Single bond Sub-181-1459 Sub-46 3,4-diClPh CO Single bond Sub-191-1460 Sub-46 3,4-diClPh CO Single bond Sub-201-1461 Sub-46 3,4-diClPh CO Single bond Sub-211-1462 Sub-46 3,4-diClPh CO Single bond Sub-221-1463 Sub-46 3,4-diClPh CO Single bond Sub-231-1464 Sub-46 3,4-diClPh CO Single bond Sub-241-1465 Sub-46 3,4-diClPh CO Single bond Sub-251-1466 Sub-46 3,4-diClPh CO Single bond Sub-261-1467 Sub-46 3,4-diClPh CO Single bond Sub-271-1468 Sub-46 3,4-diClPh CO Single bond Sub-281-1469 Sub-46 3,4-diClPh CO Single bond Sub-291-1470 Sub-46 3,4-diClPh CO Single bond Sub-301-1471 Sub-46 3,4-diClPh CO Single bond Sub-311-1472 Sub-46 3,4-diClPh CO Single bond Sub-321-1473 Sub-47 3,4-diClPh CO Single bond Sub-11-1474 Sub-47 3,4-diClPh CO Single bond Sub-21-1475 Sub-47 3,4-diClPh CO Single bond Sub-31-1476 Sub-47 3,4-diClPh CO Single bond Sub-41-1477 Sub-47 3,4-diClPh CO Single bond Sub-51-1478 Sub-47 3,4-diClPh CO Single bond Sub-61-1479 Sub-47 3,4-diClPh CO Single bond Sub-71-1480 Sub-47 3,4-diClPh CO Single bond Sub-81-1481 Sub-47 3,4-diClPh CO Single bond Sub-91-1482 Sub-47 3,4-diClPh CO Single bond Sub-101-1483 Sub-47 3,4-diClPh CO Single bond Sub-111-1484 Sub-47 3,4-diClPh CO Single bond Sub-121-1485 Sub-47 3,4-diClPh CO Single bond Sub-131-1486 Sub-47 3,4-diClPh CO Single bond Sub-141-1487 Sub-47 3,4-diClPh CO Single bond Sub-151-1488 Sub-47 3,4-diClPh CO Single bond Sub-161-1489 Sub-47 3,4-diClPh CO Single bond Sub-171-1490 Sub-47 3,4-diClPh CO Single bond Sub-181-1491 Sub-47 3,4-diClPh CO Single bond Sub-191-1492 Sub-47 3,4-diClPh CO Single bond Sub-201-1493 Sub-47 3,4-diClPh CO Single bond Sub-211-1494 Sub-47 3,4-diClPh CO Single bond Sub-221-1495 Sub-47 3,4-diClPh CO Single bond Sub-231-1496 Sub-47 3,4-diClPh CO Single bond Sub-241-1497 Sub-47 3,4-diClPh CO Single bond Sub-251-1498 Sub-47 3,4-diClPh CO Single bond Sub-261-1499 Sub-47 3,4-diClPh CO Single bond Sub-271-1500 Sub-47 3,4-diClPh CO Single bond Sub-281-1501 Sub-47 3,4-diClPh CO Single bond Sub-291-1502 Sub-47 3,4-diClPh CO Single bond Sub-301-1503 Sub-47 3,4-diClPh CO Single bond Sub-311-1504 Sub-47 3,4-diClPh CO Single bond Sub-321-1505 Sub-48 3,4-diClPh CO Single bond Sub-11-1506 Sub-48 3,4-diClPh CO Single bond Sub-21-1507 Sub-48 3,4-diClPh CO Single bond Sub-31-1508 Sub-48 3,4-diClPh CO Single bond Sub-41-1509 Sub-48 3,4-diClPh CO Single bond Sub-51-1510 Sub-48 3,4-diClPh CO Single bond Sub-61-1511 Sub-48 3,4-diClPh CO Single bond Sub-71-1512 Sub-48 3,4-diClPh CO Single bond Sub-81-1513 Sub-48 3,4-diClPh CO Single bond Sub-91-1514 Sub-48 3,4-diClPh CO Single bond Sub-101-1515 Sub-48 3,4-diClPh CO Single bond Sub-111-1516 Sub-48 3,4-diClPh CO Single bond Sub-121-1517 Sub-48 3,4-diClPh CO Single bond Sub-131-1518 Sub-48 3,4-diClPh CO Single bond Sub-141-1519 Sub-48 3,4-diClPh CO Single bond Sub-151-1520 Sub-48 3,4-diClPh CO Single bond Sub-161-1521 Sub-48 3,4-diClPh CO Single bond Sub-171-1522 Sub-48 3,4-diClPh CO Single bond Sub-181-1523 Sub-48 3,4-diClPh CO Single bond Sub-191-1524 Sub-48 3,4-diClPh CO Single bond Sub-201-1525 Sub-48 3,4-diClPh CO Single bond Sub-211-1526 Sub-48 3,4-diClPh CO Single bond Sub-221-1527 Sub-48 3,4-diClPh CO Single bond Sub-231-1528 Sub-48 3,4-diClPh CO Single bond Sub-241-1529 Sub-48 3,4-diClPh CO Single bond Sub-251-1530 Sub-48 3,4-diClPh CO Single bond Sub-261-1531 Sub-48 3,4-diClPh CO Single bond Sub-271-1532 Sub-48 3,4-diClPh CO Single bond Sub-281-1533 Sub-48 3,4-diClPh CO Single bond Sub-291-1534 Sub-48 3,4-diClPh CO Single bond Sub-301-1535 Sub-48 3,4-diClPh CO Single bond Sub-311-1536 Sub-48 3,4-diClPh CO Single bond Sub-321-1537 Sub-49 3,4-diClPh CO Single bond Sub-11-1538 Sub-49 3,4-diClPh CO Single bond Sub-21-1539 Sub-49 3,4-diClPh CO Single bond Sub-31-1540 Sub-49 3,4-diClPh CO Single bond Sub-41-1541 Sub-49 3,4-diClPh CO Single bond Sub-51-1542 Sub-49 3,4-diClPh CO Single bond Sub-61-1543 Sub-49 3,4-diClPh CO Single bond Sub-71-1544 Sub-49 3,4-diClPh CO Single bond Sub-81-1545 Sub-49 3,4-diClPh CO Single bond Sub-91-1546 Sub-49 3,4-diClPh CO Single bond Sub-101-1547 Sub-49 3,4-diClPh CO Single bond Sub-111-1548 Sub-49 3,4-diClPh CO Single bond Sub-121-1549 Sub-49 3,4-diClPh CO Single bond Sub-131-1550 Sub-49 3,4-diClPh CO Single bond Sub-141-1551 Sub-49 3,4-diClPh CO Single bond Sub-151-1552 Sub-49 3,4-diClPh CO Single bond Sub-161-1553 Sub-49 3,4-diClPh CO Single bond Sub-171-1554 Sub-49 3,4-diClPh CO Single bond Sub-181-1555 Sub-49 3,4-diClPh CO Single bond Sub-191-1556 Sub-49 3,4-diClPh CO Single bond Sub-201-1557 Sub-49 3,4-diClPh CO Single bond Sub-211-1558 Sub-49 3,4-diClPh CO Single bond Sub-221-1559 Sub-49 3,4-diClPh CO Single bond Sub-231-1560 Sub-49 3,4-diClPh CO Single bond Sub-241-1561 Sub-49 3,4-diClPh CO Single bond Sub-251-1562 Sub-49 3,4-diClPh CO Single bond Sub-261-1563 Sub-49 3,4-diClPh CO Single bond Sub-271-1564 Sub-49 3,4-diClPh CO Single bond Sub-281-1565 Sub-49 3,4-diClPh CO Single bond Sub-291-1566 Sub-49 3,4-diClPh CO Single bond Sub-301-1567 Sub-49 3,4-diClPh CO Single bond Sub-311-1568 Sub-49 3,4-diClPh CO Single bond Sub-321-1569 Sub-50 3,4-diClPh CO Single bond Sub-11-1570 Sub-50 3,4-diClPh CO Single bond Sub-21-1571 Sub-50 3,4-diClPh CO Single bond Sub-31-1572 Sub-50 3,4-diClPh CO Single bond Sub-41-1573 Sub-50 3,4-diClPh CO Single bond Sub-51-1574 Sub-50 3,4-diClPh CO Single bond Sub-61-1575 Sub-50 3,4-diClPh CO Single bond Sub-71-1576 Sub-50 3,4-diClPh CO Single bond Sub-81-1577 Sub-50 3,4-diClPh CO Single bond Sub-91-1578 Sub-50 3,4-diClPh CO Single bond Sub-101-1579 Sub-50 3,4-diClPh CO Single bond Sub-111-1580 Sub-50 3,4-diClPh CO Single bond Sub-121-1581 Sub-50 3,4-diClPh CO Single bond Sub-131-1582 Sub-50 3,4-diClPh CO Single bond Sub-141-1583 Sub-50 3,4-diClPh CO Single bond Sub-151-1584 Sub-50 3,4-diClPh CO Single bond Sub-161-1585 Sub-50 3,4-diClPh CO Single bond Sub-171-1586 Sub-50 3,4-diClPh CO Single bond Sub-181-1587 Sub-50 3,4-diClPh CO Single bond Sub-191-1588 Sub-50 3,4-diClPh CO Single bond Sub-201-1589 Sub-50 3,4-diClPh CO Single bond Sub-211-1590 Sub-50 3,4-diClPh CO Single bond Sub-221-1591 Sub-50 3,4-diClPh CO Single bond Sub-231-1592 Sub-50 3,4-diClPh CO Single bond Sub-241-1593 Sub-50 3,4-diClPh CO Single bond Sub-251-1594 Sub-50 3,4-diClPh CO Single bond Sub-261-1595 Sub-50 3,4-diClPh CO Single bond Sub-271-1596 Sub-50 3,4-diClPh CO Single bond Sub-281-1597 Sub-50 3,4-diClPh CO Single bond Sub-291-1598 Sub-50 3,4-diClPh CO Single bond Sub-301-1599 Sub-50 3,4-diClPh CO Single bond Sub-311-1600 Sub-50 3,4-diClPh CO Single bond Sub-321-1601 Sub-51 3,4-diClPh CO Single bond Sub-11-1602 Sub-51 3,4-diClPh CO Single bond Sub-21-1603 Sub-51 3,4-diClPh CO Single bond Sub-31-1604 Sub-51 3,4-diClPh CO Single bond Sub-41-1605 Sub-51 3,4-diClPh CO Single bond Sub-51-1606 Sub-51 3,4-diClPh CO Single bond Sub-61-1607 Sub-51 3,4-diClPh CO Single bond Sub-71-1608 Sub-51 3,4-diClPh CO Single bond Sub-81-1609 Sub-51 3,4-diClPh CO Single bond Sub-91-1610 Sub-51 3,4-diClPh CO Single bond Sub-101-1611 Sub-51 3,4-diClPh CO Single bond Sub-111-1612 Sub-51 3,4-diClPh CO Single bond Sub-121-1613 Sub-51 3,4-diClPh CO Single bond Sub-131-1614 Sub-51 3,4-diClPh CO Single bond Sub-141-1615 Sub-51 3,4-diClPh CO Single bond Sub-151-1616 Sub-51 3,4-diClPh CO Single bond Sub-161-1617 Sub-51 3,4-diClPh CO Single bond Sub-171-1618 Sub-51 3,4-diClPh CO Single bond Sub-181-1619 Sub-51 3,4-diClPh CO Single bond Sub-191-1620 Sub-51 3,4-diClPh CO Single bond Sub-201-1621 Sub-51 3,4-diClPh CO Single bond Sub-211-1622 Sub-51 3,4-diClPh CO Single bond Sub-221-1623 Sub-51 3,4-diClPh CO Single bond Sub-231-1624 Sub-51 3,4-diClPh CO Single bond Sub-241-1625 Sub-51 3,4-diClPh CO Single bond Sub-251-1626 Sub-51 3,4-diClPh CO Single bond Sub-261-1627 Sub-51 3,4-diClPh CO Single bond Sub-271-1628 Sub-51 3,4-diClPh CO Single bond Sub-281-1629 Sub-51 3,4-diClPh CO Single bond Sub-291-1630 Sub-51 3,4-diClPh CO Single bond Sub-301-1631 Sub-51 3,4-diClPh CO Single bond Sub-311-1632 Sub-51 3,4-diClPh CO Single bond Sub-321-1633 Sub-52 3,4-diClPh CO Single bond Sub-11-1634 Sub-52 3,4-diClPh CO Single bond Sub-21-1635 Sub-52 3,4-diClPh CO Single bond Sub-31-1636 Sub-52 3,4-diClPh CO Single bond Sub-41-1637 Sub-52 3,4-diClPh CO Single bond Sub-51-1638 Sub-52 3,4-diClPh CO Single bond Sub-61-1639 Sub-52 3,4-diClPh CO Single bond Sub-71-1640 Sub-52 3,4-diClPh CO Single bond Sub-81-1641 Sub-52 3,4-diClPh CO Single bond Sub-91-1642 Sub-52 3,4-diClPh CO Single bond Sub-101-1643 Sub-52 3,4-diClPh CO Single bond Sub-111-1644 Sub-52 3,4-diClPh CO Single bond Sub-121-1645 Sub-52 3,4-diClPh CO Single bond Sub-131-1646 Sub-52 3,4-diClPh CO Single bond Sub-141-1647 Sub-52 3,4-diClPh CO Single bond Sub-151-1648 Sub-52 3,4-diClPh CO Single bond Sub-161-1649 Sub-52 3,4-diClPh CO Single bond Sub-171-1650 Sub-52 3,4-diClPh CO Single bond Sub-181-1651 Sub-52 3,4-diClPh CO Single bond Sub-191-1652 Sub-52 3,4-diClPh CO Single bond Sub-201-1653 Sub-52 3,4-diClPh CO Single bond Sub-211-1654 Sub-52 3,4-diClPh CO Single bond Sub-221-1655 Sub-52 3,4-diClPh CO Single bond Sub-231-1656 Sub-52 3,4-diClPh CO Single bond Sub-241-1657 Sub-52 3,4-diClPh CO Single bond Sub-251-1658 Sub-52 3,4-diClPh CO Single bond Sub-261-1659 Sub-52 3,4-diClPh CO Single bond Sub-271-1660 Sub-52 3,4-diClPh CO Single bond Sub-281-1661 Sub-52 3,4-diClPh CO Single bond Sub-291-1662 Sub-52 3,4-diClPh CO Single bond Sub-301-1663 Sub-52 3,4-diClPh CO Single bond Sub-311-1664 Sub-52 3,4-diClPh CO Single bond Sub-321-1665 Sub-53 3,4-diClPh CO Single bond Sub-11-1666 Sub-53 3,4-diClPh CO Single bond Sub-21-1667 Sub-53 3,4-diClPh CO Single bond Sub-31-1668 Sub-53 3,4-diClPh CO Single bond Sub-41-1669 Sub-53 3,4-diClPh CO Single bond Sub-51-1670 Sub-53 3,4-diClPh CO Single bond Sub-61-1671 Sub-53 3,4-diClPh CO Single bond Sub-71-1672 Sub-53 3,4-diClPh CO Single bond Sub-81-1673 Sub-53 3,4-diClPh CO Single bond Sub-91-1674 Sub-53 3,4-diClPh CO Single bond Sub-101-1675 Sub-53 3,4-diClPh CO Single bond Sub-111-1676 Sub-53 3,4-diClPh CO Single bond Sub-121-1677 Sub-53 3,4-diClPh CO Single bond Sub-131-1678 Sub-53 3,4-diClPh CO Single bond Sub-141-1679 Sub-53 3,4-diClPh CO Single bond Sub-151-1680 Sub-53 3,4-diClPh CO Single bond Sub-161-1681 Sub-53 3,4-diClPh CO Single bond Sub-171-1682 Sub-53 3,4-diClPh CO Single bond Sub-181-1683 Sub-53 3,4-diClPh CO Single bond Sub-191-1684 Sub-53 3,4-diClPh CO Single bond Sub-201-1685 Sub-53 3,4-diClPh CO Single bond Sub-211-1686 Sub-53 3,4-diClPh CO Single bond Sub-221-1687 Sub-53 3,4-diClPh CO Single bond Sub-231-1688 Sub-53 3,4-diClPh CO Single bond Sub-241-1689 Sub-53 3,4-diClPh CO Single bond Sub-251-1690 Sub-53 3,4-diClPh CO Single bond Sub-261-1691 Sub-53 3,4-diClPh CO Single bond Sub-271-1692 Sub-53 3,4-diClPh CO Single bond Sub-281-1693 Sub-53 3,4-diClPh CO Single bond Sub-291-1694 Sub-53 3,4-diClPh CO Single bond Sub-301-1695 Sub-53 3,4-diClPh CO Single bond Sub-311-1696 Sub-53 3,4-diClPh CO Single bond Sub-321-1697 Sub-54 3,4-diClPh CO Single bond Sub-11-1698 Sub-54 3,4-diClPh CO Single bond Sub-21-1699 Sub-54 3,4-diClPh CO Single bond Sub-31-1700 Sub-54 3,4-diClPh CO Single bond Sub-41-1701 Sub-54 3,4-diClPh CO Single bond Sub-51-1702 Sub-54 3,4-diClPh CO Single bond Sub-61-1703 Sub-54 3,4-diClPh CO Single bond Sub-71-1704 Sub-54 3,4-diClPh CO Single bond Sub-81-1705 Sub-54 3,4-diClPh CO Single bond Sub-91-1706 Sub-54 3,4-diClPh CO Single bond Sub-101-1707 Sub-54 3,4-diClPh CO Single bond Sub-111-1708 Sub-54 3,4-diClPh CO Single bond Sub-121-1709 Sub-54 3,4-diClPh CO Single bond Sub-131-1710 Sub-54 3,4-diClPh CO Single bond Sub-141-1711 Sub-54 3,4-diClPh CO Single bond Sub-151-1712 Sub-54 3,4-diClPh CO Single bond Sub-161-1713 Sub-54 3,4-diClPh CO Single bond Sub-171-1714 Sub-54 3,4-diClPh CO Single bond Sub-181-1715 Sub-54 3,4-diClPh CO Single bond Sub-191-1716 Sub-54 3,4-diClPh CO Single bond Sub-201-1717 Sub-54 3,4-diClPh CO Single bond Sub-211-1718 Sub-54 3,4-diClPh CO Single bond Sub-221-1719 Sub-54 3,4-diClPh CO Single bond Sub-231-1720 Sub-54 3,4-diClPh CO Single bond Sub-241-1721 Sub-54 3,4-diClPh CO Single bond Sub-251-1722 Sub-54 3,4-diClPh CO Single bond Sub-261-1723 Sub-54 3,4-diClPh CO Single bond Sub-271-1724 Sub-54 3,4-diClPh CO Single bond Sub-281-1725 Sub-54 3,4-diClPh CO Single bond Sub-291-1726 Sub-54 3,4-diClPh CO Single bond Sub-301-1727 Sub-54 3,4-diClPh CO Single bond Sub-311-1728 Sub-54 3,4-diClPh CO Single bond Sub-321-1729 Sub-55 3,4-diClPh CO Single bond Sub-11-1730 Sub-55 3,4-diClPh CO Single bond Sub-21-1731 Sub-55 3,4-diClPh CO Single bond Sub-31-1732 Sub-55 3,4-diClPh CO Single bond Sub-41-1733 Sub-55 3,4-diClPh CO Single bond Sub-51-1734 Sub-55 3,4-diClPh CO Single bond Sub-61-1735 Sub-55 3,4-diClPh CO Single bond Sub-71-1736 Sub-55 3,4-diClPh CO Single bond Sub-81-1737 Sub-55 3,4-diClPh CO Single bond Sub-91-1738 Sub-55 3,4-diClPh CO Single bond Sub-101-1739 Sub-55 3,4-diClPh CO Single bond Sub-111-1740 Sub-55 3,4-diClPh CO Single bond Sub-121-1741 Sub-55 3,4-diClPh CO Single bond Sub-131-1742 Sub-55 3,4-diClPh CO Single bond Sub-141-1743 Sub-55 3,4-diClPh CO Single bond Sub-151-1744 Sub-55 3,4-diClPh CO Single bond Sub-161-1745 Sub-55 3,4-diClPh CO Single bond Sub-171-1746 Sub-55 3,4-diClPh CO Single bond Sub-181-1747 Sub-55 3,4-diClPh CO Single bond Sub-191-1748 Sub-55 3,4-diClPh CO Single bond Sub-201-1749 Sub-55 3,4-diClPh CO Single bond Sub-211-1750 Sub-55 3,4-diClPh CO Single bond Sub-221-1751 Sub-55 3,4-diClPh CO Single bond Sub-231-1752 Sub-55 3,4-diClPh CO Single bond Sub-241-1753 Sub-55 3,4-diClPh CO Single bond Sub-251-1754 Sub-55 3,4-diClPh CO Single bond Sub-261-1755 Sub-55 3,4-diClPh CO Single bond Sub-271-1756 Sub-55 3,4-diClPh CO Single bond Sub-281-1757 Sub-55 3,4-diClPh CO Single bond Sub-291-1758 Sub-55 3,4-diClPh CO Single bond Sub-301-1759 Sub-55 3,4-diClPh CO Single bond Sub-311-1760 Sub-55 3,4-diClPh CO Single bond Sub-321-1761 Sub-56 3,4-diClPh CO Single bond Sub-11-1762 Sub-56 3,4-diClPh CO Single bond Sub-21-1763 Sub-56 3,4-diClPh CO Single bond Sub-31-1764 Sub-56 3,4-diClPh CO Single bond Sub-41-1765 Sub-56 3,4-diClPh CO Single bond Sub-51-1766 Sub-56 3,4-diClPh CO Single bond Sub-61-1767 Sub-56 3,4-diClPh CO Single bond Sub-71-1768 Sub-56 3,4-diClPh CO Single bond Sub-81-1769 Sub-56 3,4-diClPh CO Single bond Sub-91-1770 Sub-56 3,4-diClPh CO Single bond Sub-101-1771 Sub-56 3,4-diClPh CO Single bond Sub-111-1772 Sub-56 3,4-diClPh CO Single bond Sub-121-1773 Sub-56 3,4-diClPh CO Single bond Sub-131-1774 Sub-56 3,4-diClPh CO Single bond Sub-141-1775 Sub-56 3,4-diClPh CO Single bond Sub-151-1776 Sub-56 3,4-diClPh CO Single bond Sub-161-1777 Sub-56 3,4-diClPh CO Single bond Sub-171-1778 Sub-56 3,4-diClPh CO Single bond Sub-181-1779 Sub-56 3,4-diClPh CO Single bond Sub-191-1780 Sub-56 3,4-diClPh CO Single bond Sub-201-1781 Sub-56 3,4-diClPh CO Single bond Sub-211-1782 Sub-56 3,4-diClPh CO Single bond Sub-221-1783 Sub-56 3,4-diClPh CO Single bond Sub-231-1784 Sub-56 3,4-diClPh CO Single bond Sub-241-1785 Sub-56 3,4-diClPh CO Single bond Sub-251-1786 Sub-56 3,4-diClPh CO Single bond Sub-261-1787 Sub-56 3,4-diClPh CO Single bond Sub-271-1788 Sub-56 3,4-diClPh CO Single bond Sub-281-1789 Sub-56 3,4-diClPh CO Single bond Sub-291-1790 Sub-56 3,4-diClPh CO Single bond Sub-301-1791 Sub-56 3,4-diClPh CO Single bond Sub-311-1792 Sub-56 3,4-diClPh CO Single bond Sub-321-1793 Sub-57 3,4-diClPh CO Single bond Sub-11-1794 Sub-57 3,4-diClPh CO Single bond Sub-21-1795 Sub-57 3,4-diClPh CO Single bond Sub-31-1796 Sub-57 3,4-diClPh CO Single bond Sub-41-1797 Sub-57 3,4-diClPh CO Single bond Sub-51-1798 Sub-57 3,4-diClPh CO Single bond Sub-61-1799 Sub-57 3,4-diClPh CO Single bond Sub-71-1800 Sub-57 3,4-diClPh CO Single bond Sub-81-1801 Sub-57 3,4-diClPh CO Single bond Sub-91-1802 Sub-57 3,4-diClPh CO Single bond Sub-101-1803 Sub-57 3,4-diClPh CO Single bond Sub-111-1804 Sub-57 3,4-diClPh CO Single bond Sub-121-1805 Sub-57 3,4-diClPh CO Single bond Sub-131-1806 Sub-57 3,4-diClPh CO Single bond Sub-141-1807 Sub-57 3,4-diClPh CO Single bond Sub-151-1808 Sub-57 3,4-diClPh CO Single bond Sub-161-1809 Sub-57 3,4-diClPh CO Single bond Sub-171-1810 Sub-57 3,4-diClPh CO Single bond Sub-181-1811 Sub-57 3,4-diClPh CO Single bond Sub-191-1812 Sub-57 3,4-diClPh CO Single bond Sub-201-1813 Sub-57 3,4-diClPh CO Single bond Sub-211-1814 Sub-57 3,4-diClPh CO Single bond Sub-221-1815 Sub-57 3,4-diClPh CO Single bond Sub-231-1816 Sub-57 3,4-diClPh CO Single bond Sub-241-1817 Sub-57 3,4-diClPh CO Single bond Sub-251-1818 Sub-57 3,4-diClPh CO Single bond Sub-261-1819 Sub-57 3,4-diClPh CO Single bond Sub-271-1820 Sub-57 3,4-diClPh CO Single bond Sub-281-1821 Sub-57 3,4-diClPh CO Single bond Sub-291-1822 Sub-57 3,4-diClPh CO Single bond Sub-301-1823 Sub-57 3,4-diClPh CO Single bond Sub-311-1824 Sub-57 3,4-diClPh CO Single bond Sub-321-1825 Sub-58 3,4-diClPh CO Single bond Sub-11-1826 Sub-58 3,4-diClPh CO Single bond Sub-21-1827 Sub-58 3,4-diClPh CO Single bond Sub-31-1828 Sub-58 3,4-diClPh CO Single bond Sub-41-1829 Sub-58 3,4-diClPh CO Single bond Sub-51-1830 Sub-58 3,4-diClPh CO Single bond Sub-61-1831 Sub-58 3,4-diClPh CO Single bond Sub-71-1832 Sub-58 3,4-diClPh CO Single bond Sub-81-1833 Sub-58 3,4-diClPh CO Single bond Sub-91-1834 Sub-58 3,4-diClPh CO Single bond Sub-101-1835 Sub-58 3,4-diClPh CO Single bond Sub-111-1836 Sub-58 3,4-diClPh CO Single bond Sub-121-1837 Sub-58 3,4-diClPh CO Single bond Sub-131-1838 Sub-58 3,4-diClPh CO Single bond Sub-141-1839 Sub-58 3,4-diClPh CO Single bond Sub-151-1840 Sub-58 3,4-diClPh CO Single bond Sub-161-1841 Sub-58 3,4-diClPh CO Single bond Sub-171-1842 Sub-58 3,4-diClPh CO Single bond Sub-181-1843 Sub-58 3,4-diClPh CO Single bond Sub-191-1844 Sub-58 3,4-diClPh CO Single bond Sub-201-1845 Sub-58 3,4-diClPh CO Single bond Sub-211-1846 Sub-58 3,4-diClPh CO Single bond Sub-221-1847 Sub-58 3,4-diClPh CO Single bond Sub-231-1848 Sub-58 3,4-diClPh CO Single bond Sub-241-1849 Sub-58 3,4-diClPh CO Single bond Sub-251-1850 Sub-58 3,4-diClPh CO Single bond Sub-261-1851 Sub-58 3,4-diClPh CO Single bond Sub-271-1852 Sub-58 3,4-diClPh CO Single bond Sub-281-1853 Sub-58 3,4-diClPh CO Single bond Sub-291-1854 Sub-58 3,4-diClPh CO Single bond Sub-301-1855 Sub-58 3,4-diClPh CO Single bond Sub-311-1856 Sub-58 3,4-diClPh CO Single bond Sub-321-1857 Sub-59 3,4-diClPh CO Single bond Sub-11-1858 Sub-59 3,4-diClPh CO Single bond Sub-21-1859 Sub-59 3,4-diClPh CO Single bond Sub-31-1860 Sub-59 3,4-diClPh CO Single bond Sub-41-1861 Sub-59 3,4-diClPh CO Single bond Sub-51-1862 Sub-59 3,4-diClPh CO Single bond Sub-61-1863 Sub-59 3,4-diClPh CO Single bond Sub-71-1864 Sub-59 3,4-diClPh CO Single bond Sub-81-1865 Sub-59 3,4-diClPh CO Single bond Sub-91-1866 Sub-59 3,4-diClPh CO Single bond Sub-101-1867 Sub-59 3,4-diClPh CO Single bond Sub-111-1868 Sub-59 3,4-diClPh CO Single bond Sub-121-1869 Sub-59 3,4-diClPh CO Single bond Sub-131-1870 Sub-59 3,4-diClPh CO Single bond Sub-141-1871 Sub-59 3,4-diClPh CO Single bond Sub-151-1872 Sub-59 3,4-diClPh CO Single bond Sub-161-1873 Sub-59 3,4-diClPh CO Single bond Sub-171-1874 Sub-59 3,4-diClPh CO Single bond Sub-181-1875 Sub-59 3,4-diClPh CO Single bond Sub-191-1876 Sub-59 3,4-diClPh CO Single bond Sub-201-1877 Sub-59 3,4-diClPh CO Single bond Sub-211-1878 Sub-59 3,4-diClPh CO Single bond Sub-221-1879 Sub-59 3,4-diClPh CO Single bond Sub-231-1880 Sub-59 3,4-diClPh CO Single bond Sub-241-1881 Sub-59 3,4-diClPh CO Single bond Sub-251-1882 Sub-59 3,4-diClPh CO Single bond Sub-261-1883 Sub-59 3,4-diClPh CO Single bond Sub-271-1884 Sub-59 3,4-diClPh CO Single bond Sub-281-1885 Sub-59 3,4-diClPh CO Single bond Sub-291-1886 Sub-59 3,4-diClPh CO Single bond Sub-301-1887 Sub-59 3,4-diClPh CO Single bond Sub-311-1888 Sub-59 3,4-diClPh CO Single bond Sub-321-1889 Sub-60 3,4-diClPh CO Single bond Sub-11-1890 Sub-60 3,4-diClPh CO Single bond Sub-21-1891 Sub-60 3,4-diClPh CO Single bond Sub-31-1892 Sub-60 3,4-diClPh CO Single bond Sub-41-1893 Sub-60 3,4-diClPh CO Single bond Sub-51-1894 Sub-60 3,4-diClPh CO Single bond Sub-61-1895 Sub-60 3,4-diClPh CO Single bond Sub-71-1896 Sub-60 3,4-diClPh CO Single bond Sub-81-1897 Sub-60 3,4-diClPh CO Single bond Sub-91-1898 Sub-60 3,4-diClPh CO Single bond Sub-101-1899 Sub-60 3,4-diClPh CO Single bond Sub-111-1900 Sub-60 3,4-diClPh CO Single bond Sub-121-1901 Sub-60 3,4-diClPh CO Single bond Sub-131-1902 Sub-60 3,4-diClPh CO Single bond Sub-141-1903 Sub-60 3,4-diClPh CO Single bond Sub-151-1904 Sub-60 3,4-diClPh CO Single bond Sub-161-1905 Sub-60 3,4-diClPh CO Single bond Sub-171-1906 Sub-60 3,4-diClPh CO Single bond Sub-181-1907 Sub-60 3,4-diClPh CO Single bond Sub-191-1908 Sub-60 3,4-diClPh CO Single bond Sub-201-1909 Sub-60 3,4-diClPh CO Single bond Sub-211-1910 Sub-60 3,4-diClPh CO Single bond Sub-221-1911 Sub-60 3,4-diClPh CO Single bond Sub-231-1912 Sub-60 3,4-diClPh CO Single bond Sub-241-1913 Sub-60 3,4-diClPh CO Single bond Sub-251-1914 Sub-60 3,4-diClPh CO Single bond Sub-261-1915 Sub-60 3,4-diClPh CO Single bond Sub-271-1916 Sub-60 3,4-diClPh CO Single bond Sub-281-1917 Sub-60 3,4-diClPh CO Single bond Sub-291-1918 Sub-60 3,4-diClPh CO Single bond Sub-301-1919 Sub-60 3,4-diClPh CO Single bond Sub-311-1920 Sub-60 3,4-diClPh CO Single bond Sub-321-1921 Sub-61 3,4-diClPh CO Single bond Sub-11-1922 Sub-61 3,4-diClPh CO Single bond Sub-21-1923 Sub-61 3,4-diClPh CO Single bond Sub-31-1924 Sub-61 3,4-diClPh CO Single bond Sub-41-1925 Sub-61 3,4-diClPh CO Single bond Sub-51-1926 Sub-61 3,4-diClPh CO Single bond Sub-61-1927 Sub-61 3,4-diClPh CO Single bond Sub-71-1928 Sub-61 3,4-diClPh CO Single bond Sub-81-1929 Sub-61 3,4-diClPh CO Single bond Sub-91-1930 Sub-61 3,4-diClPh CO Single bond Sub-101-1931 Sub-61 3,4-diClPh CO Single bond Sub-111-1932 Sub-61 3,4-diClPh CO Single bond Sub-121-1933 Sub-61 3,4-diClPh CO Single bond Sub-131-1934 Sub-61 3,4-diClPh CO Single bond Sub-141-1935 Sub-61 3,4-diClPh CO Single bond Sub-151-1936 Sub-61 3,4-diClPh CO Single bond Sub-161-1937 Sub-61 3,4-diClPh CO Single bond Sub-171-1938 Sub-61 3,4-diClPh CO Single bond Sub-181-1939 Sub-61 3,4-diClPh CO Single bond Sub-191-1940 Sub-61 3,4-diClPh CO Single bond Sub-201-1941 Sub-61 3,4-diClPh CO Single bond Sub-211-1942 Sub-61 3,4-diClPh CO Single bond Sub-221-1943 Sub-61 3,4-diClPh CO Single bond Sub-231-1944 Sub-61 3,4-diClPh CO Single bond Sub-241-1945 Sub-61 3,4-diClPh CO Single bond Sub-251-1946 Sub-61 3,4-diClPh CO Single bond Sub-261-1947 Sub-61 3,4-diClPh CO Single bond Sub-271-1948 Sub-61 3,4-diClPh CO Single bond Sub-281-1949 Sub-61 3,4-diClPh CO Single bond Sub-291-1950 Sub-61 3,4-diClPh CO Single bond Sub-301-1951 Sub-61 3,4-diClPh CO Single bond Sub-311-1952 Sub-61 3,4-diClPh CO Single bond Sub-321-1953 Sub-62 3,4-diClPh CO Single bond Sub-11-1954 Sub-62 3,4-diClPh CO Single bond Sub-21-1955 Sub-62 3,4-diClPh CO Single bond Sub-31-1956 Sub-62 3,4-diClPh CO Single bond Sub-41-1957 Sub-62 3,4-diClPh CO Single bond Sub-51-1958 Sub-62 3,4-diClPh CO Single bond Sub-61-1959 Sub-62 3,4-diClPh CO Single bond Sub-71-1960 Sub-62 3,4-diClPh CO Single bond Sub-81-1961 Sub-62 3,4-diClPh CO Single bond Sub-91-1962 Sub-62 3,4-diClPh CO Single bond Sub-101-1963 Sub-62 3,4-diClPh CO Single bond Sub-111-1964 Sub-62 3,4-diClPh CO Single bond Sub-121-1965 Sub-62 3,4-diClPh CO Single bond Sub-131-1966 Sub-62 3,4-diClPh CO Single bond Sub-141-1967 Sub-62 3,4-diClPh CO Single bond Sub-151-1968 Sub-62 3,4-diClPh CO Single bond Sub-161-1969 Sub-62 3,4-diClPh CO Single bond Sub-171-1970 Sub-62 3,4-diClPh CO Single bond Sub-181-1971 Sub-62 3,4-diClPh CO Single bond Sub-191-1972 Sub-62 3,4-diClPh CO Single bond Sub-201-1973 Sub-62 3,4-diClPh CO Single bond Sub-211-1974 Sub-62 3,4-diClPh CO Single bond Sub-221-1975 Sub-62 3,4-diClPh CO Single bond Sub-231-1976 Sub-62 3,4-diClPh CO Single bond Sub-241-1977 Sub-62 3,4-diClPh CO Single bond Sub-251-1978 Sub-62 3,4-diClPh CO Single bond Sub-261-1979 Sub-62 3,4-diClPh CO Single bond Sub-271-1980 Sub-62 3,4-diClPh CO Single bond Sub-281-1981 Sub-62 3,4-diClPh CO Single bond Sub-291-1982 Sub-62 3,4-diClPh CO Single bond Sub-301-1983 Sub-62 3,4-diClPh CO Single bond Sub-311-1984 Sub-62 3,4-diClPh CO Single bond Sub-321-1985 Sub-63 3,4-diClPh CO Single bond Sub-11-1986 Sub-63 3,4-diClPh CO Single bond Sub-21-1987 Sub-63 3,4-diClPh CO Single bond Sub-31-1988 Sub-63 3,4-diClPh CO Single bond Sub-41-1989 Sub-63 3,4-diClPh CO Single bond Sub-51-1990 Sub-63 3,4-diClPh CO Single bond Sub-61-1991 Sub-63 3,4-diClPh CO Single bond Sub-71-1992 Sub-63 3,4-diClPh CO Single bond Sub-81-1993 Sub-63 3,4-diClPh CO Single bond Sub-91-1994 Sub-63 3,4-diClPh CO Single bond Sub-101-1995 Sub-63 3,4-diClPh CO Single bond Sub-111-1996 Sub-63 3,4-diClPh CO Single bond Sub-121-1997 Sub-63 3,4-diClPh CO Single bond Sub-131-1998 Sub-63 3,4-diClPh CO Single bond Sub-141-1999 Sub-63 3,4-diClPh CO Single bond Sub-151-2000 Sub-63 3,4-diClPh CO Single bond Sub-161-2001 Sub-63 3,4-diClPh CO Single bond Sub-171-2002 Sub-63 3,4-diClPh CO Single bond Sub-181-2003 Sub-63 3,4-diClPh CO Single bond Sub-191-2004 Sub-63 3,4-diClPh CO Single bond Sub-201-2005 Sub-63 3,4-diClPh CO Single bond Sub-211-2006 Sub-63 3,4-diClPh CO Single bond Sub-221-2007 Sub-63 3,4-diClPh CO Single bond Sub-231-2008 Sub-63 3,4-diClPh CO Single bond Sub-241-2009 Sub-63 3,4-diClPh CO Single bond Sub-251-2010 Sub-63 3,4-diClPh CO Single bond Sub-261-2011 Sub-63 3,4-diClPh CO Single bond Sub-271-2012 Sub-63 3,4-diClPh CO Single bond Sub-281-2013 Sub-63 3,4-diClPh CO Single bond Sub-291-2014 Sub-63 3,4-diClPh CO Single bond Sub-301-2015 Sub-63 3,4-diClPh CO Single bond Sub-311-2016 Sub-63 3,4-diClPh CO Single bond Sub-321-2017 Sub-64 3,4-diClPh CO Single bond Sub-11-2018 Sub-64 3,4-diClPh CO Single bond Sub-21-2019 Sub-64 3,4-diClPh CO Single bond Sub-31-2020 Sub-64 3,4-diClPh CO Single bond Sub-41-2021 Sub-64 3,4-diClPh CO Single bond Sub-51-2022 Sub-64 3,4-diClPh CO Single bond Sub-61-2023 Sub-64 3,4-diClPh CO Single bond Sub-71-2024 Sub-64 3,4-diClPh CO Single bond Sub-81-2025 Sub-64 3,4-diClPh CO Single bond Sub-91-2026 Sub-64 3,4-diClPh CO Single bond Sub-101-2027 Sub-64 3,4-diClPh CO Single bond Sub-111-2028 Sub-64 3,4-diClPh CO Single bond Sub-121-2029 Sub-64 3,4-diClPh CO Single bond Sub-131-2030 Sub-64 3,4-diClPh CO Single bond Sub-141-2031 Sub-64 3,4-diClPh CO Single bond Sub-151-2032 Sub-64 3,4-diClPh CO Single bond Sub-161-2033 Sub-64 3,4-diClPh CO Single bond Sub-171-2034 Sub-64 3,4-diClPh CO Single bond Sub-181-2035 Sub-64 3,4-diClPh CO Single bond Sub-191-2036 Sub-64 3,4-diClPh CO Single bond Sub-201-2037 Sub-64 3,4-diClPh CO Single bond Sub-211-2038 Sub-64 3,4-diClPh CO Single bond Sub-221-2039 Sub-64 3,4-diClPh CO Single bond Sub-231-2040 Sub-64 3,4-diClPh CO Single bond Sub-241-2041 Sub-64 3,4-diClPh CO Single bond Sub-251-2042 Sub-64 3,4-diClPh CO Single bond Sub-261-2043 Sub-64 3,4-diClPh CO Single bond Sub-271-2044 Sub-64 3,4-diClPh CO Single bond Sub-281-2045 Sub-64 3,4-diClPh CO Single bond Sub-291-2046 Sub-64 3,4-diClPh CO Single bond Sub-301-2047 Sub-64 3,4-diClPh CO Single bond Sub-311-2048 Sub-64 3,4-diClPh CO Single bond Sub-321-2049 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-11-2050 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-21-2051 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-31-2052 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-41-2053 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-51-2054 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-61-2055 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-71-2056 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-81-2057 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-91-2058 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-101-2059 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-111-2060 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-121-2061 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-131-2062 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-141-2063 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-151-2064 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-161-2065 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-171-2066 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-181-2067 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-191-2068 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-201-2069 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-211-2070 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-221-2071 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-231-2072 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-241-2073 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-251-2074 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-261-2075 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-271-2076 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-281-2077 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-291-2078 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-301-2079 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-311-2080 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-321-2081 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-11-2082 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-21-2083 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-31-2084 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-41-2085 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-51-2086 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-61-2087 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-71-2088 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-81-2089 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-91-2090 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-101-2091 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-111-2092 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-121-2093 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-131-2094 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-141-2095 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-151-2096 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-161-2097 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-171-2098 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-181-2099 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-191-2100 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-201-2101 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-211-2102 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-221-2103 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-231-2104 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-241-2105 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-251-2106 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-261-2107 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-271-2108 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-281-2109 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-291-2110 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-301-2111 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-311-2112 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-321-2113 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-11-2114 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-21-2115 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-31-2116 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-41-2117 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-51-2118 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-61-2119 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-71-2120 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-81-2121 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-91-2122 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-101-2123 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-111-2124 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-121-2125 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-131-2126 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-141-2127 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-151-2128 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-161-2129 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-171-2130 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-181-2131 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-191-2132 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-201-2133 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-211-2134 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-221-2135 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-231-2136 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-241-2137 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-251-2138 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-261-2139 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-271-2140 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-281-2141 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-291-2142 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-301-2143 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-311-2144 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-321-2145 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-11-2146 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-21-2147 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-31-2148 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-41-2149 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-51-2150 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-61-2151 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-71-2152 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-81-2153 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-91-2154 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-101-2155 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-111-2156 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-121-2157 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-131-2158 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-141-2159 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-151-2160 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-161-2161 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-171-2162 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-181-2163 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-191-2164 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-201-2155 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-211-2166 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-221-2167 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-231-2168 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-241-2169 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-251-2170 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-261-2171 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-271-2172 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-281-2173 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-291-2174 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-301-2175 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-311-2176 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-321-2177 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-11-2178 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-21-2179 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-31-2180 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-41-2181 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-51-2182 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-61-2183 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-71-2184 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-81-2185 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-91-2186 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-101-2187 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-111-2188 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-121-2189 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-131-2190 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-141-2191 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-151-2192 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-161-2193 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-171-2194 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-181-2195 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-191-2196 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-201-2197 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-211-2198 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-221-2199 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-231-2200 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-241-2201 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-251-2202 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-261-2203 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-271-2204 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-281-2205 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-291-2206 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-301-2207 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-311-2208 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-321-2209 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-11-2210 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-21-2211 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-31-2212 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-41-2213 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-51-2214 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-61-2215 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-71-2216 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-81-2217 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-91-2218 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-101-2219 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-111-2220 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-121-2221 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-131-2222 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-141-2223 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-151-2224 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-161-2225 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-171-2226 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-181-2227 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-191-2228 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-201-2229 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-211-2230 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-221-2231 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-231-2232 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-241-2233 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-251-2234 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-261-2235 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-271-2236 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-281-2237 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-291-2238 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-301-2239 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-311-2240 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-321-2241 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-11-2242 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-21-2243 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-31-2244 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-41-2245 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-51-2246 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-61-2247 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-71-2248 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-81-2249 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-91-2250 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-101-2251 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-111-2252 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-121-2253 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-131-2254 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-141-2255 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-151-2256 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-161-2257 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-171-2258 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-181-2259 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-191-2260 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-201-2261 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-211-2262 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-221-2263 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-231-2264 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-241-2265 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-251-2266 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-261-2267 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-271-2268 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-281-2269 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-291-2270 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-301-2271 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-311-2272 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-321-2273 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-11-2274 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-21-2275 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-31-2276 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-41-2277 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-51-2278 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-61-2279 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-71-2280 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-81-2281 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-91-2282 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-101-2283 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-111-2284 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-121-2285 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-131-2286 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-141-2287 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-151-2288 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-161-2289 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-171-2290 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-181-2291 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-191-2292 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-201-2293 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-211-2294 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-221-2295 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-231-2296 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-241-2297 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-251-2298 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-261-2299 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-271-2300 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-281-2301 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-291-2302 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-301-2303 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-311-2304 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-321-2305 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-11-2306 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-21-2307 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-31-2308 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-41-2309 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-51-2310 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-61-2311 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-71-2312 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-81-2313 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-91-2314 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-101-2315 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-111-2316 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-121-2317 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-131-2318 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-141-2319 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-151-2320 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-161-2321 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-171-2322 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-181-2323 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-191-2324 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-201-2325 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-211-2326 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-221-2327 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-231-2328 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-241-2329 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-251-2330 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-261-2331 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-271-2332 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-281-2333 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-291-2334 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-301-2335 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-311-2336 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-321-2337 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-11-2338 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-21-2339 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-31-2340 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-41-2341 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-51-2342 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-61-2343 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-71-2344 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-81-2345 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-91-2346 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-101-2347 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-111-2348 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-121-2349 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-131-2350 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-141-2351 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-151-2352 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-161-2353 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-171-2354 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-181-2355 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-191-2356 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-201-2357 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-211-2358 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-221-2359 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-231-2360 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-241-2361 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-251-2362 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-261-2363 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-271-2364 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-281-2365 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-291-2366 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-301-2367 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-311-2368 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-321-2369 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-11-2370 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-21-2371 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-31-2372 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-41-2373 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-51-2374 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-61-2375 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-71-2376 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-81-2377 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-91-2378 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-101-2379 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-111-2380 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-121-2381 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-131-2382 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-141-2383 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-151-2384 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-161-2385 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-171-2386 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-181-2387 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-191-2388 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-201-2389 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-211-2390 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-221-2391 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-231-2392 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-241-2393 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-251-2394 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-261-2395 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-271-2396 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-281-2397 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-291-2398 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-301-2399 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-311-2400 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-321-2401 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-11-2402 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-21-2403 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-31-2404 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-41-2405 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-51-2406 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-61-2407 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-71-2408 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-81-2409 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-91-2410 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-101-2411 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-111-2412 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-121-2413 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-131-2414 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-141-2415 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-151-2416 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-161-2417 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-171-2418 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-181-2419 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-191-2420 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-201-2421 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-211-2422 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-221-2423 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-231-2424 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-241-2425 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-251-2426 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-261-2427 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-271-2428 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-281-2429 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-291-2430 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-301-2431 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-311-2432 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-321-2433 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-11-2434 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-21-2435 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-31-2436 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-41-2437 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-51-2438 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-61-2439 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-71-2440 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-81-2441 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-91-2442 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-101-2443 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-111-2444 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-121-2445 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-131-2446 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-141-2447 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-151-2448 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-161-2449 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-171-2450 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-181-2451 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-191-2452 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-201-2453 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-211-2454 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-221-2455 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-231-2456 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-241-2457 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-251-2458 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-261-2459 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-271-2460 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-281-2461 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-291-2462 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-301-2463 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-311-2464 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-321-2465 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-11-2466 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-21-2467 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-31-2468 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-41-2469 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-51-2470 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-61-2471 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-71-2472 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-81-2473 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-91-2474 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-101-2475 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-111-2476 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-121-2477 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-131-2478 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-141-2479 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-151-2480 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-161-2481 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-171-2482 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-181-2483 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-191-2484 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-201-2485 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-211-2486 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-221-2487 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-231-2488 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-241-2489 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-251-2490 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-261-2491 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-271-2492 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-281-2493 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-291-2494 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-301-2495 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-311-2496 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-321-2497 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-11-2498 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-21-2499 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-31-2500 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-41-2501 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-51-2502 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-61-2503 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-71-2504 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-81-2505 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-91-2506 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-101-2507 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-111-2508 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-121-2509 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-131-2510 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-141-2511 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-151-2512 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-161-2513 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-171-2514 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-181-2515 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-191-2516 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-201-2517 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-211-2518 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-221-2519 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-231-2520 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-241-2521 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-251-2522 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-261-2523 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-271-2524 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-281-2525 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-291-2526 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-301-2527 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-311-2528 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-321-2529 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-11-2530 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-21-2531 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-31-2532 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-51-2533 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-51-2534 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-61-2535 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-71-2536 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-81-2537 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-91-2538 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-101-2539 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-111-2540 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-121-2541 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-131-2542 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-141-2543 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-151-2544 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-161-2545 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-171-2546 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-181-2547 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-191-2548 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-201-2549 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-211-2550 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-221-2551 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-231-2552 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-241-2553 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-251-2554 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-261-2555 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-271-2556 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-281-2557 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-291-2558 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-301-2559 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-311-2560 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-321-2561 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-11-2562 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-21-2563 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-31-2564 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-41-2565 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-51-2566 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-61-2567 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-71-2568 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-81-2569 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-91-2570 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-101-2571 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-111-2572 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-121-2573 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-131-2574 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-141-2575 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-151-2576 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-161-2577 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-171-2578 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-181-2579 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-191-2580 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-201-2581 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-211-2582 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-221-2583 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-231-2584 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-241-2585 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-251-2586 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-261-2587 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-271-2588 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-281-2589 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-291-2590 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-301-2591 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-311-2592 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-321-2593 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-11-2594 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-21-2595 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-31-2596 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-41-2597 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-51-2598 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-61-2599 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-71-2600 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-81-2601 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-91-2602 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-101-2603 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-111-2604 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-121-2605 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-131-2606 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-141-2607 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-151-2608 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-161-2609 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-171-2610 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-181-2611 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-191-2612 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-201-2613 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-211-2614 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-221-2615 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-231-2616 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-241-2617 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-251-2618 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-261-2619 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-271-2620 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-281-2621 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-291-2622 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-301-2623 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-311-2624 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-321-2625 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-11-2626 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-21-2627 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-31-2628 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-41-2629 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-51-2630 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-61-2631 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-71-2632 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-81-2633 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-91-2634 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-101-2635 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-111-2636 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-121-2637 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-131-2638 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-141-2639 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-151-2640 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-161-2641 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-171-2642 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-181-2643 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-191-2644 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-201-2645 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-211-2646 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-221-2647 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-231-2648 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-241-2649 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-251-2650 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-261-2651 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-271-2652 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-281-2653 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-291-2654 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-301-2655 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-311-2656 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-321-2657 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-11-2658 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-21-2659 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-31-2660 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-41-2661 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-51-2662 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-61-2663 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-71-2664 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-81-2665 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-91-2666 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-101-2667 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-111-2668 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-121-2669 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-131-2670 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-141-2671 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-151-2672 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-161-2673 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-171-2674 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-181-2675 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-191-2676 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-201-2677 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-211-2678 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-221-2679 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-231-2680 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-241-2681 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-251-2682 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-261-2683 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-271-2684 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-281-2685 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-291-2686 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-301-2687 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-311-2688 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-321-2689 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-11-2690 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-21-2691 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-31-2692 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-41-2693 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-51-2694 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-61-2695 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-71-2696 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-81-2697 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-91-2698 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-101-2699 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-111-2700 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-121-2701 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-131-2702 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-141-2703 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-151-2704 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-161-2705 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-171-2706 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-181-2707 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-191-2708 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-201-2709 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-211-2710 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-221-2711 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-231-2712 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-241-2713 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-251-2714 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-261-2715 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-271-2716 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-281-2717 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-291-2718 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-301-2719 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-311-2720 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-321-2721 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-11-2722 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-21-2723 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-31-2724 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-41-2725 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-51-2726 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-61-2727 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-71-2728 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-81-2729 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-91-2730 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-101-2731 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-111-2732 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-121-2733 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-131-2734 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-141-2735 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-151-2736 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-161-2737 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-171-2738 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-181-2739 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-191-2740 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-201-2741 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-211-2742 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-221-2743 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-231-2744 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-241-2745 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-251-2746 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-261-2747 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-271-2748 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-281-2749 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-291-2750 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-301-2751 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-311-2752 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-321-2753 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-11-2754 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-21-2755 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-31-2756 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-41-2757 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-51-2758 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-61-2759 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-71-2760 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-81-2761 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-91-2762 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-101-2763 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-111-2764 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-121-2765 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-131-2766 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-141-2767 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-151-2768 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-161-2769 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-171-2770 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-181-2771 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-191-2772 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-201-2773 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-211-2774 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-221-2775 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-231-2776 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-241-2777 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-251-2778 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-261-2779 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-271-2780 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-281-2781 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-291-2782 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-301-2784 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-321-2785 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-11-2786 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-21-2787 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-31-2788 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-41-2789 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-51-2790 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-61-2791 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-71-2792 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-81-2793 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-91-2794 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-101-2795 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-111-2796 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-121-2797 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-131-2798 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-141-2799 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-151-2800 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-161-2801 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-171-2802 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-181-2803 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-191-2804 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-201-2805 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-211-2806 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-221-2807 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-231-2808 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-241-2809 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-251-2810 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-261-2811 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-271-2812 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-281-2813 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-291-2814 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-301-2515 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-311-2816 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-321-2817 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-11-2818 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-21-2819 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-31-2820 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-41-2821 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-51-2822 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-61-2823 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-71-2824 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-81-2825 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-91-2826 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-101-2827 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-111-2828 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-121-2829 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-131-2830 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-141-2831 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-151-2832 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-161-2833 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-171-2834 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-181-2835 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-191-2836 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-201-2837 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-211-2838 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-221-2839 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-231-2840 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-241-2841 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-251-2842 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-261-2843 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-271-2844 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-281-2845 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-291-2846 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-301-2847 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-311-2848 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-321-2849 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-11-2850 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-21-2851 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-31-2852 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-41-2853 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-51-2854 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-61-2855 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-71-2856 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-81-2857 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-91-2858 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-101-2859 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-111-2860 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-121-2861 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-131-2862 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-141-2863 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-151-2864 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-161-2865 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-171-2866 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-181-2867 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-191-2868 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-201-2869 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-211-2870 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-221-2871 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-231-2872 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-241-2873 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-251-2874 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-261-2875 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-271-2876 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-281-2877 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-291-2878 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-301-2879 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-311-2880 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-321-2881 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-11-2882 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-21-2883 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-31-2884 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-41-2885 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-51-2886 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-61-2887 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-71-2888 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-81-2889 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-91-2890 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-101-2891 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-111-2892 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-121-2893 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-131-2894 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-141-2895 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-151-2896 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-161-2897 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-171-2898 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-181-2899 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-191-2900 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-201-2901 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-211-2902 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-221-2903 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-231-2904 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-241-2905 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-251-2906 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-261-2907 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-271-2908 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-281-2909 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-291-2910 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-301-2911 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-311-2912 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-321-2913 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-11-2914 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-21-2915 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-31-2916 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-41-2917 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-51-2918 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-61-2919 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-71-2920 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-81-2921 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-91-2922 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-101-2923 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-111-2924 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-121-2925 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-131-2926 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-141-2927 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-151-2928 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-161-2929 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-171-2930 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-181-2931 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-191-2932 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-201-2933 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-211-2934 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-221-2935 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-231-2936 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-241-2937 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-251-2938 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-261-2939 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-271-2940 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-281-2941 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-291-2942 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-301-2943 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-311-2944 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-321-2945 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-11-2946 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-21-2947 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-31-2948 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-41-2949 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-51-2950 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-61-2951 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-71-2952 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-81-2953 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-91-2954 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-101-2955 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-111-2956 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-121-2957 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-131-2958 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-141-2959 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-151-2960 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-161-2961 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-171-2962 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-181-2963 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-191-2964 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-201-2965 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-211-2966 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-221-2967 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-231-2968 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-241-2969 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-251-2970 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-261-2971 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-271-2972 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-281-2973 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-291-2974 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-301-2975 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-311-2976 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-321-2977 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-11-2978 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-21-2979 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-31-2980 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-41-2981 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-51-2982 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-61-2983 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-71-2984 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-81-2985 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-91-2986 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-101-2987 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-111-2988 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-121-2989 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-131-2990 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-141-2991 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-151-2992 Sub-62 3,4-diClPh SO.sub. Single bond Sub-161-2993 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-171-2994 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-181-2995 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-191-2996 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-201-2997 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-211-2998 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-221-2999 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-231-3000 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-241-3001 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-251-3002 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-261-3003 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-271-3004 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-281-3005 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-291-3006 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-301-3007 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-311-3008 Sub-62 3,4-diClPh SO.sub.2 Single bond Sub-321-3009 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-11-3010 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-21-3011 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-31-3012 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-41-3013 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-51-3014 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-61-3015 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-71-3016 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-81-3017 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-91-3018 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-101-3019 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-111-3020 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-121-3021 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-131-3022 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-141-3023 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-151-3024 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-161-3025 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-171-3026 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-181-3027 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-191-3028 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-201-3029 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-211-3030 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-221-3031 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-231-3032 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-241-3033 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-251-3034 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-261-3035 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-271-3036 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-281-3037 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-291-3038 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-301-3039 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-311-3040 Sub-63 3,4-diClPh SO.sub.2 Single bond Sub-321-3041 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-11-3042 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-21-3043 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-31-3044 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-41-3045 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-51-3046 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-61-3047 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-71-3048 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-81-3049 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-91-3050 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-101-3051 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-111-3052 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-121-3053 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-131-3054 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-141-3055 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-151-3056 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-161-3057 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-171-3058 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-181-3059 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-191-3060 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-201-3061 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-211-3062 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-221-3063 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-231-3064 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-241-3065 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-251-3066 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-261-3067 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-271-3068 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-281-3069 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-291-3070 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-301-3071 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-311-3072 Sub-64 3,4-diClPh SO.sub.2 Single bond Sub-321-3073 Sub-33 3,4-diClPh CO CH.sub.2 Sub-11-3074 Sub-33 3,4-diClPh CO CH.sub.2 Sub-21-3075 Sub-33 3,4-diClPh CO CH.sub.2 Sub-31-3076 Sub-33 3,4-diClPh CO CH.sub.2 Sub-41-3077 Sub-33 3,4-diClPh CO CH.sub.2 Sub-51-3078 Sub-33 3,4-diClPh CO CH.sub.2 Sub-61-3079 Sub-33 3,4-diClPh CO CH.sub.2 Sub-71-3080 Sub-33 3,4-diClPh CO CH.sub.2 Sub-81-3081 Sub-33 3,4-diClPh CO CH.sub.2 Sub-91-3082 Sub-33 3,4-diClPh CO CH.sub.2 Sub-101-3083 Sub-33 3,4-diClPh CO CH.sub.2 Sub-111-3084 Sub-33 3,4-diClPh CO CH.sub.2 Sub-121-3085 Sub-33 3,4-diClPh CO CH.sub.2 Sub-131-3086 Sub-33 3,4-diClPh CO CH.sub.2 Sub-141-3087 Sub-33 3,4-diClPh CO CH.sub.2 Sub-151-3088 Sub-33 3,4-diClPh CO CH.sub.2 Sub-161-3089 Sub-33 3,4-diClPh CO CH.sub.2 Sub-171-3090 Sub-33 3,4-diClPh CO CH.sub.2 Sub-181-3091 Sub-33 3,4-diClPh CO CH.sub.2 Sub-191-3092 Sub-33 3,4-diClPh CO CH.sub.2 Sub-201-3093 Sub-33 3,4-diClPh CO CH.sub.2 Sub-211-3094 Sub-33 3,4-diClPh CO CH.sub.2 Sub-221-3095 Sub-33 3,4-diClPh CO CH.sub.2 Sub-231-3096 Sub-33 3,4-diClPh CO CH.sub.2 Sub-241-3097 Sub-33 3,4-diClPh CO CH.sub.2 Sub-251-3098 Sub-33 3,4-diClPh CO CH.sub.2 Sub-261-3099 Sub-33 3,4-diClPh CO CH.sub.2 Sub-271-3100 Sub-33 3,4-diClPh CO CH.sub.2 Sub-281-3101 Sub-33 3,4-diClPh CO CH.sub.2 Sub-291-3102 Sub-33 3,4-diClPh CO CH.sub.2 Sub-301-3103 Sub-33 3,4-diClPh CO CH.sub.2 Sub-311-3104 Sub-33 3,4-diClPh CO CH.sub.2 Sub-321-3105 Sub-34 3,4-diClPh CO CH.sub.2 Sub-11-3106 Sub-34 3,4-diClPh CO CH.sub.2 Sub-21-3107 Sub-34 3,4-diClPh CO CH.sub.2 Sub-31-3108 Sub-34 3,4-diClPh CO CH.sub.2 Sub-41-3109 Sub-34 3,4-diClPh CO CH.sub.2 Sub-51-3110 Sub-34 3,4-diClPh CO CH.sub.2 Sub-61-3111 Sub-34 3,4-diClPh CO CH.sub.2 Sub-71-3112 Sub-34 3,4-diClPh CO CH.sub.2 Sub-81-3113 Sub-34 3,4-diClPh CO CH.sub.2 Sub-91-3114 Sub-34 3,4-diClPh CO CH.sub.2 Sub-101-3115 Sub-34 3,4-diClPh CO CH.sub.2 Sub-111-3116 Sub-34 3,4-diClPh CO CH.sub.2 Sub-121-3117 Sub-34 3,4-diClPh CO CH.sub.2 Sub-131-3118 Sub-34 3,4-diClPh CO CH.sub.2 Sub-141-3119 Sub-34 3,4-diClPh CO CH.sub.2 Sub-151-3120 Sub-34 3,4-diClPh CO CH.sub.2 Sub-161-3121 Sub-34 3,4-diClPh CO CH.sub.2 Sub-171-3122 Sub-34 3,4-diClPh CO CH.sub.2 Sub-181-3123 Sub-34 3,4-diClPh CO CH.sub.2 Sub-191-3124 Sub-34 3,4-diClPh CO CH.sub.2 Sub-201-3125 Sub-34 3,4-diClPh CO CH.sub.2 Sub-211-3126 Sub-34 3,4-diClPh CO CH.sub.2 Sub-221-3127 Sub-34 3,4-diClPh CO CH.sub.2 Sub-231-3128 Sub-34 3,4-diClPh CO CH.sub.2 Sub-241-3129 Sub-34 3,4-diClPh CO CH.sub.2 Sub-251-3130 Sub-34 3A-diClPh CO CH.sub.2 Sub-261-3131 Sub-34 3,4-diClPh CO CH.sub.2 Sub-271-3132 Sub-34 3,4-diClPh CO CH.sub.2 Sub-281-3133 Sub-34 3,4-diClPh CO CH.sub.2 Sub-291-3134 Sub-34 3,4-diClPh CO CH.sub.2 Sub-301-3135 Sub-34 3,4-diClPh CO CH.sub.2 Sub-311-3136 Sub-34 3,4-diClPh CO CH.sub.2 Sub-321-3137 Sub-35 3,4-diClPh CO CH.sub.2 Sub-11-3138 Sub-35 3,4-diClPh CO CH.sub.2 Sub-21-3139 Sub-35 3,4-diClPh CO CH.sub.2 Sub-31-3140 Sub-35 3,4-diClPh CO CH.sub.2 Sub-41-3141 Sub-35 3,4-diClPh CO CH.sub.2 Sub-51-3142 Sub-35 3,4-diClPh CO CH.sub.2 Sub-61-3143 Sub-35 3,4-diClPh CO CH.sub.2 Sub-71-3144 Sub-35 3,4-diClPh CO CH.sub.2 Sub-81-3145 Sub-35 3,4-diClPh CO CH.sub.2 Sub-91-3146 Sub-35 3,4-diClPh CO CH.sub.2 Sub-101-3147 Sub-35 3,4-diClPh CO CH.sub.2 Sub-111-3148 Sub-35 3,4-diClPh CO CH.sub.2 Sub-121-3149 Sub-35 3,4-diClPh CO CH.sub.2 Sub-131-3150 Sub-35 3,4-diClPh CO CH.sub.2 Sub-141-3151 Sub-35 3,4-diClPh CO CH.sub.2 Sub-151-3152 Sub-35 3,4-diClPh CO CH.sub.2 Sub-161-3153 Sub-35 3,4-diClPh CO CH.sub.2 Sub-171-3154 Sub-35 3,4-diClPh CO CH.sub.2 Sub-181-3155 Sub-35 3,4-diClPh CO CH.sub.2 Sub-191-3156 Sub-35 3,4-diClPh CO CH.sub.2 Sub-201-3157 Sub-35 3,4-diClPh CO CH.sub.2 Sub-211-3158 Sub-35 3,4-diClPh CO CH.sub.2 Sub-221-3159 Sub-35 3,4-diClPh CO CH.sub.2 Sub-231-3160 Sub-35 3,4-diClPh CO CH.sub.2 Sub-241-3161 Sub-35 3,4-diClPh CO CH.sub.2 Sub-251-3162 Sub-35 3,4-diClPh CO CH.sub.2 Sub-261-3163 Sub-35 3,4-diClPh CO CH.sub.2 Sub-271-3164 Sub-35 3,4-diClPh CO CH.sub.2 Sub-281-3165 Sub-35 3,4-diClPh CO CH.sub.2 Sub-291-3166 Sub-35 3,4-diClPh CO CH.sub.2 Sub-301-3167 Sub-35 3,4-diClPh CO CH.sub.2 Sub-311-3168 Sub-35 3,4-diClPh CO CH.sub.2 Sub-321-3169 Sub-36 3,4-diClPh CO CH.sub.2 Sub-11-3170 Sub-36 3,4-diClPh CO CH.sub.2 Sub-21-3171 Sub-36 3,4-diClPh CO CH.sub.2 Sub-31-3172 Sub-36 3,4-diClPh CO CH.sub.2 Sub-41-3173 Sub-36 3,4-diClPh CO CH.sub.2 Sub-51-3174 Sub-36 3,4-diClPh CO CH.sub.2 Sub-61-3175 Sub-36 3,4-diClPh CO CH.sub.2 Sub-71-3176 Sub-36 3,4-diClPh CO CH.sub.2 Sub-81-3177 Sub-36 3,4-diClPh CO CH.sub.2 Sub-91-3178 Sub-36 3,4-diClPh CO CH.sub.2 Sub-101-3179 Sub-36 3,4-diClPh CO CH.sub.2 Sub-111-3180 Sub-36 3,4-diClPh CO CH.sub.2 Sub-121-3181 Sub-36 3,4-diClPh CO CH.sub.2 Sub-131-3182 Sub-36 3,4-diClPh CO CH.sub.2 Sub-141-3183 Sub-36 3,4-diClPh CO CH.sub.2 Sub-151-3184 Sub-36 3,4-diClPh CO CH.sub.2 Sub-161-3185 Sub-36 3,4-diClPh CO CH.sub.2 Sub-171-3186 Sub-36 3,4-diClPh CO CH.sub.2 Sub-181-3187 Sub-36 3,4-diClPh CO CH.sub.2 Sub-191-3188 Sub-36 3,4-diClPh CO CH.sub.2 Sub-201-3189 Sub-36 3,4-diClPh CO CH.sub.2 Sub-211-3190 Sub-36 3,4-diClPh CO CH.sub.2 Sub-221-3191 Sub-36 3,4-diClPh CO CH.sub.2 Sub-231-3192 Sub-36 3,4-diClPh CO CH.sub.2 Sub-241-3193 Sub-36 3,4-diClPh CO CH.sub.2 Sub-251-3194 Sub-36 3,4-diClPh CO CH.sub.2 Sub-261-3195 Sub-36 3,4-diClPh CO CH.sub.2 Sub-271-3196 Sub-36 3,4-diClPh CO CH.sub.2 Sub-281-3197 Sub-36 3,4-diClPh CO CH.sub.2 Sub-291-3198 Sub-36 3,4-diClPh CO CH.sub.2 Sub-301-3199 Sub-36 3,4-diClPh CO CH.sub.2 Sub-311-3200 Sub-36 3,4-diClPh CO CH.sub.2 Sub-321-3201 Sub-37 3,4-diClPh CO CH.sub.2 Sub-11-3202 Sub-37 3,4-diClPh CO CH.sub.2 Sub-21-3203 Sub-37 3,4-diClPh CO CH.sub.2 Sub-31-3204 Sub-37 3,4-diClPh CO CH.sub.2 Sub-41-3205 Sub-37 3,4-diClPh CO CH.sub.2 Sub-51-3206 Sub-37 3,4-diClPh CO CH.sub.2 Sub-61-3207 Sub-37 3,4-diClPh CO CH.sub.2 Sub-71-3208 Sub-37 3,4-diClPh CO CH.sub.2 Sub-81-3209 Sub-37 3,4-diClPh CO CH.sub.2 Sub-91-3210 Sub-37 3,4-diClPh CO CH.sub.2 Sub-101-3211 Sub-37 3,4-diClPh CO CH.sub.2 Sub-111-3212 Sub-37 3,4-diClPh CO CH.sub.2 Sub-121-3213 Sub-37 3,4-diClPh CO CH.sub.2 Sub-131-3214 Sub-37 3,4-diClPh CO CH.sub.2 Sub-141-3215 Sub-37 3,4-diClPh CO CH.sub.2 Sub-151-3216 Sub-37 3,4-diClPh CO CH.sub.2 Sub-161-3217 Sub-37 3,4-diClPh CO CH.sub.2 Sub-171-3218 Sub-37 3,4-diClPh CO CH.sub.2 Sub-181-3219 Sub-37 3,4-diClPh CO CH.sub.2 Sub-191-3220 Sub-37 3,4-diClPh CO CH.sub.2 Sub-201-3221 Sub-37 3,4-diClPh CO CH.sub.2 Sub-211-3222 Sub-37 3,4-diClPh CO CH.sub.2 Sub-221-3223 Sub-37 3,4-diClPh CO CH.sub.2 Sub-231-3224 Sub-37 3,4-diClPh CO CH.sub.2 Sub-241-3225 Sub-37 3,4-diClPh CO CH.sub.2 Sub-251-3226 Sub-37 3,4-diClPh CO CH.sub.2 Sub-261-3227 Sub-37 3,4-diClPh CO CH.sub.2 Sub-271-3228 Sub-37 3,4-diClPh CO CH.sub.2 Sub-281-3229 Sub-37 3,4-diClPh CO CH.sub.2 Sub-291-3230 Sub-37 3,4-diClPh CO CH.sub.2 Sub-301-3231 Sub-37 3,4-diClPh CO CH.sub.2 Sub-311-3232 Sub-37 3,4-diClPh CO CH.sub.2 Sub-321-3233 Sub-38 3,4-diClPh CO CH.sub.2 Sub-11-3234 Sub-38 3,4-diClPh CO CH.sub.2 Sub-21-3235 Sub-38 3,4-diClPh CO CH.sub.2 Sub-31-3236 Sub-38 3,4-diClPh CO CH.sub.2 Sub-41-3237 Sub-38 3,4-diClPh CO CH.sub.2 Sub-51-3238 Sub-38 3,4-diClPh CO CH.sub.2 Sub-61-3239 Sub-38 3,4-diClPh CO CH.sub.2 Sub-71-3240 Sub-38 3,4-diClPh CO CH.sub.2 Sub-81-3241 Sub-38 3,4-diClPh CO CH.sub.2 Sub-91-3242 Sub-38 3,4-diClPh CO CH.sub.2 Sub-101-3243 Sub-38 3,4-diClPh CO CH.sub.2 Sub-111-3244 Sub-38 3,4-diClPh CO CH.sub.2 Sub-121-3245 Sub-38 3,4-diClPh CO CH.sub.2 Sub-131-3246 Sub-38 3,4-diClPh CO CH.sub.2 Sub-141-3247 Sub-38 3,4-diClPh CO CH.sub.2 Sub-151-3248 Sub-38 3,4-diClPh CO CH.sub.2 Sub-161-3249 Sub-38 3,4-diClPh CO CH.sub.2 Sub-171-3250 Sub-38 3,4-diClPh CO CH.sub.2 Sub-181-3251 Sub-38 3,4-diClPh CO CH.sub.2 Sub-191-3252 Sub-38 3,4-diClPh CO CH.sub.2 Sub-201-3253 Sub-38 3,4-diClPh CO CH.sub.2 Sub-211-3254 Sub-38 3,4-diClPh CO CH.sub.2 Sub-221-3255 Sub-38 3,4-diClPh CO CH.sub.2 Sub-231-3256 Sub-38 3,4-diClPh CO CH.sub.2 Sub-241-3257 Sub-38 3,4-diClPh CO CH.sub.2 Sub-251-3258 Sub-38 3,4-diClPh CO CH.sub.2 Sub-261-3259 Sub-38 3,4-diClPh CO CH.sub.2 Sub-271-3260 Sub-38 3,4-diClPh CO CH.sub.2 Sub-281-3261 Sub-38 3,4-diClPh CO CH.sub.2 Sub-291-3262 Sub-38 3,4-diClPh CO CH.sub.2 Sub-301-3263 Sub-38 3,4-diClPh CO CH.sub.2 Sub-311-3264 Sub-38 3,4-diClPh CO CH.sub.2 Sub-321-3265 Sub-39 3,4-diClPh CO CH.sub.2 Sub-11-3266 Sub-39 3,4-diClPh CO CH.sub.2 Sub-21-3267 Sub-39 3,4-diClPh CO CH.sub.2 Sub-31-3268 Sub-39 3,4-diClPh CO CH.sub.2 Sub-41-3269 Sub-39 3,4-diClPh CO CH.sub.2 Sub-51-3270 Sub-39 3,4-diClPh CO CH.sub.2 Sub-61-3271 Sub-39 3,4-diClPh CO CH.sub.2 Sub-71-3272 Sub-39 3,4-diClPh CO CH.sub.2 Sub-81-3273 Sub-39 3,4-diClPh CO CH.sub.2 Sub-91-3274 Sub-39 3,4-diClPh CO CH.sub.2 Sub-101-3275 Sub-39 3,4-diClPh CO CH.sub.2 Sub-111-3276 Sub-39 3,4-diClPh CO CH.sub.2 Sub-121-3277 Sub-39 3,4-diClPh CO CH.sub.2 Sub-131-3278 Sub-39 3,4-diClPh CO CH.sub.2 Sub-141-3279 Sub-39 3,4-diClPh CO CH.sub.2 Sub-151-3280 Sub-39 3,4-diClPh CO CH.sub.2 Sub-161-3281 Sub-39 3,4-diClPh CO CH.sub.2 Sub-171-3282 Sub-39 3,4-diClPh CO CH.sub.2 Sub-181-3283 Sub-39 3,4-diClPh CO CH.sub.2 Sub-191-3284 Sub-39 3,4-diClPh CO CH.sub.2 Sub-201-3285 Sub-39 3,4-diClPh CO CH.sub.2 Sub-211-3286 Sub-39 3,4-diClPh CO CH.sub.2 Sub-221-3287 Sub-39 3,4-diClPh CO CH.sub.2 Sub-231-3288 Sub-39 3,4-diClPh CO CH.sub.2 Sub-241-3289 Sub-39 3,4-diClPh CO CH.sub.2 Sub-251-3290 Sub-39 3,4-diClPh CO CH.sub.2 Sub-261-3291 Sub-39 3,4-diClPh CO CH.sub.2 Sub-271-3292 Sub-39 3,4-diClPh CO CH.sub.2 Sub-281-3293 Sub-39 3,4-diClPh CO CH.sub.2 Sub-291-3294 Sub-39 3,4-diClPh CO CH.sub.2 Sub-301-3295 Sub-39 3,4-diClPh CO CH.sub.2 Sub-311-3296 Sub-39 3,4-diClPh CO CH.sub.2 Sub-321-3297 Sub-40 3,4-diClPh CO CH.sub.2 Sub-11-3298 Sub-40 3,4-diClPh CO CH.sub.2 Sub-21-3299 Sub-40 3,4-diClPh CO CH.sub.2 Sub-31-3300 Sub-40 3,4-diClPh CO CH.sub.2 Sub-41-3301 Sub-40 3,4-diClPh CO CH.sub.2 Sub-51-3302 Sub-40 3,4-diClPh CO CH.sub.2 Sub-61-3303 Sub-40 3,4-diClPh CO CH.sub.2 Sub-71-3304 Sub-40 3,4-diClPh CO CH.sub.2 Sub-81-3305 Sub-40 3,4-diClPh CO CH.sub.2 Sub-91-3306 Sub-40 3,4-diClPh CO CH.sub.2 Sub-101-3307 Sub-40 3,4-diClPh CO CH.sub.2 Sub-111-3308 Sub-40 3,4-diClPh CO CH.sub.2 Sub-121-3309 Sub-40 3,4-diClPh CO CH.sub.2 Sub-131-3310 Sub-40 3,4-diClPh CO CH.sub.2 Sub-141-3311 Sub-40 3,4-diClPh CO CH.sub.2 Sub-151-3312 Sub-40 3,4-diClPh CO CH.sub.2 Sub-161-3313 Sub-40 3,4-diClPh CO CH.sub.2 Sub-171-3314 Sub-40 3,4-diClPh CO CH.sub.2 Sub-181-3315 Sub-40 3,4-diClPh CO CH.sub.2 Sub-191-3316 Sub-40 3,4-diClPh CO CH.sub.2 Sub-201-3317 Sub-40 3,4-diClPh CO CH.sub.2 Sub-211-3318 Sub-40 3,4-diClPh CO CH.sub.2 Sub-221-3319 Sub-40 3,4-diClPh CO CH.sub.2 Sub-231-3320 Sub-40 3,4-diClPh CO CH.sub.2 Sub-241-3321 Sub-40 3,4-diClPh CO CH.sub.2 Sub-251-3322 Sub-40 3,4-diClPh CO CH.sub.2 Sub-261-3323 Sub-40 3,4-diClPh CO CH.sub.2 Sub-271-3324 Sub-40 3,4-diClPh CO CH.sub.2 Sub-281-3325 Sub-40 3,4-diClPh CO CH.sub.2 Sub-291-3326 Sub-40 3,4-diClPh CO CH.sub.2 Sub-301-3327 Sub-40 3,4-diClPh CO CH.sub.2 Sub-311-3328 Sub-40 3,4-diClPh CO CH.sub.2 Sub-321-3329 Sub-41 3,4-diClPh CO CH.sub.2 Sub-11-3330 Sub-41 3,4-diClPh CO CH.sub.2 Sub-21-3331 Sub-41 3,4-diClPh CO CH.sub.2 Sub-31-3332 Sub-41 3,4-diClPh CO CH.sub.2 Sub-41-3333 Sub-41 3,4-diClPh CO CH.sub.2 Sub-51-3334 Sub-41 3,4-diClPh CO CH.sub.2 Sub-61-3335 Sub-41 3,4-diClPh CO CH.sub.2 Sub-71-3336 Sub-41 3,4-diClPh CO CH.sub.2 Sub-81-3337 Sub-41 3,4-diClPh CO CH.sub.2 Sub-91-3338 Sub-41 3,4-diClPh CO CH.sub.2 Sub-101-3339 Sub-41 3,4-diClPh CO CH.sub.2 Sub-111-3340 Sub-41 3,4-diClPh CO CH.sub.2 Sub-121-3341 Sub-41 3,4-diClPh CO CH.sub.2 Sub-131-3342 Sub-41 3,4-diClPh CO CH.sub.2 Sub-141-3343 Sub-41 3,4-diClPh CO CH.sub.2 Sub-151-3344 Sub-41 3,4-diClPh CO CH.sub.2 Sub-161-3345 Sub-41 3,4-diClPh CO CH.sub.2 Sub-171-3346 Sub-41 3,4-diClPh CO CH.sub.2 Sub-181-3347 Sub-41 3,4-diClPh CO CH.sub.2 Sub-191-3348 Sub-41 3,4-diClPh CO CH.sub.2 Sub-201-3349 Sub-41 3,4-diClPh CO CH.sub.2 Sub-211-3350 Sub-41 3,4-diClPh CO CH.sub.2 Sub-221-3351 Sub-41 3,4-diClPh CO CH.sub.2 Sub-231-3352 Sub-41 3,4-diClPh CO CH.sub.2 Sub-241-3353 Sub-41 3,4-diClPh CO CH.sub.2 Sub-251-3354 Sub-41 3,4-diClPh CO CH.sub.2 Sub-261-3355 Sub-41 3,4-diClPh CO CH.sub.2 Sub-271-3356 Sub-41 3,4-diClPh CO CH.sub.2 Sub-281-3357 Sub-41 3,4-diClPh CO CH.sub.2 Sub-291-3358 Sub-41 3,4-diClPh CO CH.sub.2 Sub-301-3359 Sub-41 3,4-diClPh CO CH.sub.2 Sub-311-3360 Sub-41 3,4-diClPh CO CH.sub.2 Sub-321-3361 Sub-42 3,4-diClPh CO CH.sub.2 Sub-11-3362 Sub-42 3,4-diClPh CO CH.sub.2 Sub-21-3363 Sub-42 3,4-diClPh CO CH.sub.2 Sub-31-3364 Sub-42 3,4-diClPh CO CH.sub.2 Sub-41-3365 Sub-42 3,4-diClPh CO CH.sub.2 Sub-51-3366 Sub-42 3,4-diClPh CO CH.sub.2 Sub-61-3367 Sub-42 3,4-diClPh CO CH.sub.2 Sub-71-3368 Sub-42 3,4-diClPh CO CH.sub.2 Sub-81-3369 Sub-42 3,4-diClPh CO CH.sub.2 Sub-91-3370 Sub-42 3,4-diClPh CO CH.sub.2 Sub-101-3371 Sub-42 3,4-diClPh CO CH.sub.2 Sub-111-3372 Sub-42 3,4-diClPh CO CH.sub.2 Sub-121-3373 Sub-42 3,4-diClPh CO CH.sub.2 Sub-131-3374 Sub-42 3,4-diClPh CO CH.sub.2 Sub-141-3375 Sub-42 3,4-diClPh CO CH.sub.2 Sub-151-3376 Sub-42 3,4-diClPh CO CH.sub.2 Sub-161-3377 Sub-42 3,4-diClPh CO CH.sub.2 Sub-171-3378 Sub-42 3,4-diClPh CO CH.sub.2 Sub-181-3379 Sub-42 3,4-diClPh CO CH.sub.2 Sub-191-3380 Sub-42 3,4-diClPh CO CH.sub.2 Sub-201-3381 Sub-42 3,4-diClPh CO CH.sub.2 Sub-211-3382 Sub-42 3,4-diClPh CO CH.sub.2 Sub-221-3383 Sub-42 3,4-diClPh CO CH.sub.2 Sub-231-3384 Sub-42 3,4-diClPh CO CH.sub.2 Sub-241-3385 Sub-42 3,4-diClPh CO CH.sub.2 Sub-251-3386 Sub-42 3,4-diClPh CO CH.sub.2 Sub-261-3387 Sub-42 3,4-diClPh CO CH.sub.2 Sub-271-3388 Sub-42 3,4-diClPh CO CH.sub.2 Sub-281-3389 Sub-42 3,4-diClPh CO CH.sub.2 Sub-291-3390 Sub-42 3,4-diClPh CO CH.sub.2 Sub-301-3391 Sub-42 3,4-diClPh CO CH.sub.2 Sub-311-3392 Sub-42 3,4-diClPh CO CH.sub.2 Sub-321-3393 Sub-43 3,4-diClPh CO CH.sub.2 Sub-11-3394 Sub-43 3,4-diClPh CO CH.sub.2 Sub-21-3395 Sub-43 3,4-diClPh CO CH.sub.2 Sub-31-3396 Sub-43 3,4-diClPh CO CH.sub.2 Sub-41-3397 Sub-43 3,4-diClPh CO CH.sub.2 Sub-51-3398 Sub-43 3,4-diClPh CO CH.sub.2 Sub-61-3399 Sub-43 3,4-diClPh CO CH.sub.2 Sub-71-3400 Sub-43 3,4-diClPh CO CH.sub.2 Sub-81-3401 Sub-43 3,4-diClPh CO CH.sub.2 Sub-91-3402 Sub-43 3,4-diClPh CO CH.sub.2 Sub-101-3403 Sub-43 3,4-diClPh CO CH.sub.2 Sub-111-3404 Sub-43 3,4-diClPh CO CH.sub.2 Sub-121-3405 Sub-43 3,4-diClPh CO CH.sub.2 Sub-131-3406 Sub-43 3,4-diClPh CO CH.sub.2 Sub-141-3407 Sub-43 3,4-diClPh CO CH.sub.2 Sub-151-3408 Sub-43 3,4-diClPh CO CH.sub.2 Sub-161-3409 Sub-43 3,4-diClPh CO CH.sub.2 Sub-171-3410 Sub-43 3,4-diClPh CO CH.sub.2 Sub-181-3411 Sub-43 3,4-diClPh CO CH.sub.2 Sub-191-3412 Sub-43 3,4-diClPh CO CH.sub.2 Sub-201-3413 Sub-43 3,4-diClPh CO CH.sub.2 Sub-211-3414 Sub-43 3,4-diClPh CO CH.sub.2 Sub-221-3415 Sub-43 3,4-diClPh CO CH.sub.2 Sub-231-3416 Sub-43 3,4-diClPh CO CH.sub.2 Sub-241-3417 Sub-43 3,4-diClPh CO CH.sub.2 Sub-251-3418 Sub-43 3,4-diClPh CO CH.sub.2 Sub-261-3419 Sub-43 3,4-diClPh CO CH.sub.2 Sub-271-3420 Sub-43 3,4-diClPh CO CH.sub.2 Sub-281-3421 Sub-43 3,4-diClPh CO CH.sub.2 Sub-291-3422 Sub-43 3,4-diClPh CO CH.sub.2 Sub-301-3423 Sub-43 3,4-diClPh CO CH.sub.2 Sub-311-3424 Sub-43 3,4-diClPh CO CH.sub.2 Sub-321-3425 Sub-44 3,4-diClPh CO CH.sub.2 Sub-11-3426 Sub-44 3,4-diClPh CO CH.sub.2 Sub-21-3427 Sub-44 3,4-diClPh CO CH.sub.2 Sub-31-3428 Sub-44 3,4-diClPh CO CH.sub.2 Sub-41-3429 Sub-44 3,4-diClPh CO CH.sub.2 Sub-51-3430 Sub-44 3,4-diClPh CO CH.sub.2 Sub-61-3431 Sub-44 3,4-diClPh CO CH.sub.2 Sub-71-3432 Sub-44 3,4-diClPh CO CH.sub.2 Sub-81-3433 Sub-44 3,4-diClPh CO CH.sub.2 Sub-91-3434 Sub-44 3,4-diClPh CO CH.sub.2 Sub-101-3435 Sub-44 3,4-diClPh CO CH.sub.2 Sub-111-3436 Sub-44 3,4-diClPh CO CH.sub.2 Sub-121-3437 Sub-44 3,4-diClPh CO CH.sub.2 Sub-131-3438 Sub-44 3,4-diClPh CO CH.sub.2 Sub-141-3439 Sub-44 3,4-diClPh CO CH.sub.2 Sub-151-3440 Sub-44 3,4-diClPh CO CH.sub.2 Sub-161-3441 Sub-44 3,4-diClPh CO CH.sub.2 Sub-171-3442 Sub-44 3,4-diClPh CO CH.sub.2 Sub-181-3443 Sub-44 3,4-diClPh CO CH.sub.2 Sub-191-3444 Sub-44 3,4-diClPh CO CH.sub.2 Sub-201-3445 Sub-44 3,4-diClPh CO CH.sub.2 Sub-211-3446 Sub-44 3,4-diClPh CO CH.sub.2 Sub-221-3447 Sub-44 3,4-diClPh CO CH.sub.2 Sub-231-3448 Sub-44 3,4-diClPh CO CH.sub.2 Sub-241-3449 Sub-44 3,4-diClPh CO CH.sub.2 Sub-251-3450 Sub-44 3,4-diClPh CO CH.sub.2 Sub-261-3451 Sub-44 3,4-diClPh CO CH.sub.2 Sub-271-3452 Sub-44 3,4-diClPh CO CH.sub.2 Sub-281-3453 Sub-44 3,4-diClPh CO CH.sub.2 Sub-291-3454 Sub-44 3,4-diClPh CO CH.sub.2 Sub-301-3455 Sub-44 3,4-diClPh CO CH.sub.2 Sub-311-3456 Sub-44 3,4-diClPh CO CH.sub.2 Sub-321-3457 Sub-45 3,4-diClPh CO CH.sub.2 Sub-11-3458 Sub-45 3,4-diClPh CO CH.sub.2 Sub-21-3459 Sub-45 3,4-diClPh CO CH.sub.2 Sub-31-3460 Sub-45 3,4-diClPh CO CH.sub.2 Sub-41-3461 Sub-45 3,4-diClPh CO CH.sub.2 Sub-51-3462 Sub-45 3,4-diClPh CO CH.sub.2 Sub-61-3463 Sub-45 3,4-diClPh CO CH.sub.2 Sub-71-3464 Sub-45 3,4-diClPh CO CH.sub.2 Sub-81-3465 Sub-45 3,4-diClPh CO CH.sub.2 Sub-91-3466 Sub-45 3,4-diClPh CO CH.sub.2 Sub-101-3467 Sub-45 3,4-diClPh CO CH.sub.2 Sub-111-3468 Sub-45 3,4-diClPh CO CH.sub.2 Sub-121-3469 Sub-45 3,4-diClPh CO CH.sub.2 Sub-131-3470 Sub-45 3,4-diClPh CO CH.sub.2 Sub-141-3471 Sub-45 3,4-diClPh CO CH.sub.2 Sub-151-3472 Sub-45 3,4-diClPh CO CH.sub.2 Sub-161-3473 Sub-45 3,4-diClPh CO CH.sub.2 Sub-171-3474 Sub-45 3,4-diClPh CO CH.sub.2 Sub-181-3475 Sub-45 3,4-diClPh CO CH.sub.2 Sub-191-3476 Sub-45 3,4-diClPh CO CH.sub.2 Sub-201-3477 Sub-45 3,4-diClPh CO CH.sub.2 Sub-211-3478 Sub-45 3,4-diClPh CO CH.sub.2 Sub-221-3479 Sub-45 3,4-diClPh CO CH.sub.2 Sub-231-3480 Sub-45 3,4-diClPh CO CH.sub.2 Sub-241-3481 Sub-45 3,4-diClPh CO CH.sub.2 Sub-251-3482 Sub-45 3,4-diClPh CO CH.sub.2 Sub-261-3483 Sub-45 3,4-diClPh CO CH.sub.2 Sub-271-3484 Sub-45 3,4-diClPh CO CH.sub.2 Sub-281-3485 Sub-45 3,4-diClPh CO CH.sub.2 Sub-291-3486 Sub-45 3,4-diClPh CO CH.sub.2 Sub-301-3487 Sub-45 3,4-diClPh CO CH.sub.2 Sub-311-3488 Sub-45 3,4-diClPh CO CH.sub.2 Sub-321-3489 Sub-46 3,4-diClPh CO CH.sub.2 Sub-11-3490 Sub-46 3,4-diClPh CO CH.sub.2 Sub-21-3491 Sub-46 3,4-diClPh CO CH.sub.2 Sub-31-3492 Sub-46 3,4-diClPh CO CH.sub.2 Sub-41-3493 Sub-46 3,4-diClPh CO CH.sub.2 Sub-51-3494 Sub-46 3,4-diClPh CO CH.sub.2 Sub-61-3495 Sub-46 3,4-diClPh CO CH.sub.2 Sub-71-3496 Sub-46 3,4-diClPh CO CH.sub.2 Sub-81-3497 Sub-46 3,4-diClPh CO CH.sub.2 Sub-91-3498 Sub-46 3,4-diClPh CO CH.sub.2 Sub-101-3499 Sub-46 3,4-diClPh CO CH.sub.2 Sub-111-3500 Sub-46 3,4-diClPh CO CH.sub.2 Sub-121-3501 Sub-46 3,4-diClPh CO CH.sub.2 Sub-131-3502 Sub-46 3,4-diClPh CO CH.sub.2 Sub-141-3503 Sub-46 3,4-diClPh CO CH.sub.2 Sub-151-3504 Sub-46 3,4-diClPh CO CH.sub.2 Sub-161-3505 Sub-46 3,4-diClPh CO CH.sub.2 Sub-171-3506 Sub-46 3,4-diClPh CO CH.sub.2 Sub-181-3507 Sub-46 3,4-diClPh CO CH.sub.2 Sub-191-3508 Sub-46 3,4-diClPh CO CH.sub.2 Sub-201-3509 Sub-46 3,4-diClPh CO CH.sub.2 Sub-211-3510 Sub-46 3,4-diClPh CO CH.sub.2 Sub-221-3511 Sub-46 3,4-diClPh CO CH.sub.2 Sub-231-3512 Sub-46 3,4-diClPh CO CH.sub.2 Sub-241-3513 Sub-46 3,4-diClPh CO CH.sub.2 Sub-251-3514 Sub-46 3,4-diClPh CO CH.sub.2 Sub-261-3515 Sub-46 3,4-diClPh CO CH.sub.2 Sub-271-3516 Sub-46 3,4-diClPh CO CH.sub.2 Sub-281-3517 Sub-46 3,4-diClPh CO CH.sub.2 Sub-291-3518 Sub-46 3,4-diClPh CO CH.sub.2 Sub-301-3519 Sub-46 3,4-diClPh CO CH.sub.2 Sub-311-3520 Sub-46 3,4-diClPh CO CH.sub.2 Sub-321-3521 Sub-47 3,4-diClPh CO CH.sub.2 Sub-11-3522 Sub-47 3,4-diClPh CO CH.sub.2 Sub-21-3523 Sub-47 3,4-diClPh CO CH.sub.2 Sub-31-3524 Sub-47 3,4-diClPh CO CH.sub.2 Sub-41-3525 Sub-47 3,4-diClPh CO CH.sub.2 Sub-51-3526 Sub-47 3,4-diClPh CO CH.sub.2 Sub-61-3527 Sub-47 3,4-diClPh CO CH.sub.2 Sub-71-3528 Sub-47 3,4-diClPh CO CH.sub.2 Sub-81-3529 Sub-47 3,4-diClPh CO CH.sub.2 Sub-91-3530 Sub-47 3,4-diClPh CO CH.sub.2 Sub-101-3531 Sub-47 3,4-diClPh CO CH.sub.2 Sub-111-3532 Sub-47 3,4-diClPh CO CH.sub.2 Sub-121-3533 Sub-47 3,4-diClPh CO CH.sub.2 Sub-131-3534 Sub-47 3,4-diClPh CO CH.sub.2 Sub-141-3535 Sub-47 3,4-diClPh CO CH.sub.2 Sub-151-3536 Sub-47 3,4-diClPh CO CH.sub.2 Sub-161-3537 Sub-47 3,4-diClPh CO CH.sub.2 Sub-171-3538 Sub-47 3,4-diClPh CO CH.sub.2 Sub-181-3539 Sub-47 3,4-diClPh CO CH.sub.2 Sub-191-3540 Sub-47 3,4-diClPh CO CH.sub.2 Sub-201-3541 Sub-47 3,4-diClPh CO CH.sub.2 Sub-211-3542 Sub-47 3,4-diClPh CO CH.sub.2 Sub-221-3543 Sub-47 3,4-diClPh CO CH.sub.2 Sub-231-3544 Sub-47 3,4-diClPh CO CH.sub.2 Sub-241-3545 Sub-47 3,4-diClPh CO CH.sub.2 Sub-251-3546 Sub-47 3,4-diClPh CO CH.sub.2 Sub-261-3547 Sub-47 3,4-diClPh CO CH.sub.2 Sub-271-3548 Sub-47 3,4-diClPh CO CH.sub.2 Sub-281-3549 Sub-47 3,4-diClPh CO CH.sub.2 Sub-291-3550 Sub-47 3,4-diClPh CO CH.sub.2 Sub-301-3551 Sub-47 3,4-diClPh CO CH.sub.2 Sub-311-3552 Sub-47 3,4-diClPh CO CH.sub.2 Sub-321-3553 Sub-48 3,4-diClPh CO CH.sub.2 Sub-11-3554 Sub-48 3,4-diClPh CO CH.sub.2 Sub-21-3555 Sub-48 3,4-diClPh CO CH.sub.2 Sub-31-3556 Sub-48 3,4-diClPh CO CH.sub.2 Sub-41-3557 Sub-48 3,4-diClPh CO CH.sub.2 Sub-51-3558 Sub-48 3,4-diClPh CO CH.sub.2 Sub-61-3559 Sub-48 3,4-diClPh CO CH.sub.2 Sub-71-3560 Sub-48 3,4-diClPh CO CH.sub.2 Sub-81-3561 Sub-48 3,4-diClPh CO CH.sub.2 Sub-91-3562 Sub-48 3,4-diClPh CO CH.sub.2 Sub-101-3563 Sub-48 3,4-diClPh CO CH.sub.2 Sub-111-3564 Sub-48 3,4-diClPh CO CH.sub.2 Sub-121-3565 Sub-48 3,4-diClPh CO CH.sub.2 Sub-131-3566 Sub-48 3,4-diClPh CO CH.sub.2 Sub-141-3567 Sub-48 3,4-diClPh CO CH.sub.2 Sub-151-3568 Sub-48 3,4-diClPh CO CH.sub.2 Sub-161-3569 Sub-48 3,4-diClPh CO CH.sub.2 Sub-171-3570 Sub-48 3,4-diClPh CO CH.sub.2 Sub-181-3571 Sub-48 3,4-diClPh CO CH.sub.2 Sub-191-3572 Sub-48 3,4-diClPh CO CH.sub.2 Sub-201-3573 Sub-48 3,4-diClPh CO CH.sub.2 Sub-211-3574 Sub-48 3,4-diClPh CO CH.sub.2 Sub-221-3575 Sub-48 3,4-diClPh CO CH.sub.2 Sub-231-3576 Sub-48 3,4-diClPh CO CH.sub.2 Sub-241-3577 Sub-48 3,4-diClPh CO CH.sub.2 Sub-251-3578 Sub-48 3,4-diClPh CO CH.sub.2 Sub-261-3579 Sub-48 3,4-diClPh CO CH.sub.2 Sub-271-3580 Sub-48 3,4-diClPh CO CH.sub.2 Sub-281-3581 Sub-48 3,4-diClPh CO CH.sub.2 Sub-291-3582 Sub-48 3,4-diClPh CO CH.sub.2 Sub-301-3583 Sub-48 3,4-diClPh CO CH.sub.2 Sub-311-3584 Sub-48 3,4-diClPh CO CH.sub.2 Sub-321-3585 Sub-49 3,4-diClPh CO CH.sub.2 Sub-11-3586 Sub-49 3,4-diClPh CO CH.sub.2 Sub-21-3587 Sub-49 3,4-diClPh CO CH.sub.2 Sub-31-3588 Sub-49 3,4-diClPh CO CH.sub.2 Sub-41-3589 Sub-49 3,4-diClPh CO CH.sub.2 Sub-51-3590 Sub-49 3,4-diClPh CO CH.sub.2 Sub-61-3591 Sub-49 3,4-diClPh CO CH.sub.2 Sub-71-3592 Sub-49 3,4-diClPh CO CH.sub.2 Sub-81-3593 Sub-49 3,4-diClPh CO CH.sub.2 Sub-91-3594 Sub-49 3,4-diClPh CO CH.sub.2 Sub-101-3595 Sub-49 3,4-diClPh CO CH.sub.2 Sub-111-3596 Sub-49 3,4-diClPh CO CH.sub.2 Sub-121-3597 Sub-49 3,4-diClPh CO CH.sub.2 Sub-131-3598 Sub-49 3,4-diClPh CO CH.sub.2 Sub-141-3599 Sub-49 3,4-diClPh CO CH.sub.2 Sub-151-3600 Sub-49 3,4-diClPh CO CH.sub.2 Sub-161-3601 Sub-49 3,4-diClPh CO CH.sub.2 Sub-171-3602 Sub-49 3,4-diClPh CO CH.sub.2 Sub-181-3603 Sub-49 3,4-diClPh CO CH.sub.2 Sub-191-3604 Sub-49 3,4-diClPh CO CH.sub.2 Sub-201-3605 Sub-49 3,4-diClPh CO CH.sub.2 Sub-211-3606 Sub-49 3,4-diClPh CO CH.sub.2 Sub-221-3607 Sub-49 3,4-diClPh CO CH.sub.2 Sub-231-3608 Sub-49 3,4-diClPh CO CH.sub.2 Sub-241-3609 Sub-49 3,4-diClPh CO CH.sub.2 Sub-251-3610 Sub-49 3,4-diClPh CO CH.sub.2 Sub-261-3611 Sub-49 3,4-diClPh CO CH.sub.2 Sub-271-3612 Sub-49 3,4-diClPh CO CH.sub.2 Sub-281-3613 Sub-49 3,4-diClPh CO CH.sub.2 Sub-291-3614 Sub-49 3,4-diClPh CO CH.sub.2 Sub-301-3615 Sub-49 3,4-diClPh CO CH.sub.2 Sub-311-3616 Sub-49 3,4-diClPh CO CH.sub.2 Sub-321-3617 Sub-50 3,4-diClPh CO CH.sub.2 Sub-11-3618 Sub-50 3,4-diClPh CO CH.sub.2 Sub-21-3619 Sub-50 3,4-diClPh CO CH.sub.2 Sub-31-3620 Sub-50 3,4-diClPh CO CH.sub.2 Sub-41-3621 Sub-50 3,4-diClPh CO CH.sub.2 Sub-51-3622 Sub-50 3,4-diClPh CO CH.sub.2 Sub-61-3623 Sub-50 3,4-diClPh CO CH.sub.2 Sub-71-3624 Sub-50 3,4-diClPh CO CH.sub.2 Sub-81-3625 Sub-50 3,4-diClPh CO CH.sub.2 Sub-91-3626 Sub-50 3,4-diClPh CO CH.sub.2 Sub-101-3627 Sub-50 3,4-diClPh CO CH.sub.2 Sub-111-3628 Sub-50 3,4-diClPh CO CH.sub.2 Sub-121-3629 Sub-50 3,4-diClPh CO CH.sub.2 Sub-131-3630 Sub-50 3,4-diClPh CO CH.sub.2 Sub-141-3631 Sub-50 3,4-diClPh CO CH.sub.2 Sub-151-3632 Sub-50 3,4-diClPh CO CH.sub.2 Sub-161-3633 Sub-50 3,4-diClPh CO CH.sub.2 Sub-171-3634 Sub-50 3,4-diClPh CO CH.sub.2 Sub-181-3635 Sub-50 3,4-diClPh CO CH.sub.2 Sub-191-3636 Sub-50 3,4-diClPh CO CH.sub.2 Sub-201-3637 Sub-50 3,4-diClPh CO CH.sub.2 Sub-211-3638 Sub-50 3,4-diClPh CO CH.sub.2 Sub-221-3639 Sub-50 3,4-diClPh CO CH.sub.2 Sub-231-3640 Sub-50 3,4-diClPh CO CH.sub.2 Sub-241-3641 Sub-50 3,4-diClPh CO CH.sub.2 Sub-251-3642 Sub-50 3,4-diClPh CO CH.sub.2 Sub-261-3643 Sub-50 3,4-diClPh CO CH.sub.2 Sub-271-3644 Sub-50 3,4-diClPh CO CH.sub.2 Sub-281-3645 Sub-50 3,4-diClPh CO CH.sub.2 Sub-291-3646 Sub-50 3,4-diClPh CO CH.sub.2 Sub-301-3647 Sub-50 3,4-diClPh CO CH.sub.2 Sub-311-3648 Sub-50 3,4-diClPh CO CH.sub.2 Sub-321-3649 Sub-51 3,4-diClPh CO CH.sub.2 Sub-11-3650 Sub-51 3,4-diClPh CO CH.sub.2 Sub-21-3651 Sub-51 3,4-diClPh CO CH.sub.2 Sub-31-3652 Sub-51 3,4-diClPh CO CH.sub.2 Sub-41-3653 Sub-51 3,4-diClPh CO CH.sub.2 Sub-51-3654 Sub-51 3,4-diClPh CO CH.sub.2 Sub-61-3655 Sub-51 3,4-diClPh CO CH.sub.2 Sub-71-3656 Sub-51 3,4-diClPh CO CH.sub.2 Sub-81-3657 Sub-51 3,4-diClPh CO CH.sub.2 Sub-91-3658 Sub-51 3,4-diClPh CO CH.sub.2 Sub-101-3659 Sub-51 3,4-diClPh CO CH.sub.2 Sub-111-3660 Sub-51 3,4-diClPh CO CH.sub.2 Sub-121-3661 Sub-51 3,4-diClPh CO CH.sub.2 Sub-131-3662 Sub-51 3,4-diClPh CO CH.sub.2 Sub-141-3663 Sub-51 3,4-diClPh CO CH.sub.2 Sub-151-3664 Sub-51 3,4-diClPh CO CH.sub.2 Sub-161-3665 Sub-51 3,4-diClPh CO CH.sub.2 Sub-171-3666 Sub-51 3,4-diClPh CO CH.sub.2 Sub-181-3667 Sub-51 3,4-diClPh CO CH.sub.2 Sub-191-3668 Sub-51 3,4-diClPh CO CH.sub.2 Sub-201-3669 Sub-5l 3,4-diClPh CO CH.sub.2 Sub-211-3670 Sub-51 3,4-diClPh CO CH.sub.2 Sub-221-3671 Sub-51 3,4-diClPh CO CH.sub.2 Sub-231-3672 Sub-51 3,4-diClPh CO CH.sub.2 Sub-241-3673 Sub-51 3,4-diClPh CO CH.sub.2 Sub-251-3674 Sub-51 3,4-diClPh CO CH.sub.2 Sub-261-3675 Sub-51 3,4-diClPh CO CH.sub.2 Sub-271-3676 Sub-51 3,4-diClPh CO CH.sub.2 Sub-281-3677 Sub-51 3,4-diClPh CO CH.sub.2 Sub-291-3678 Sub-51 3,4-diClPh CO CH.sub.2 Sub-301-3679 Sub-51 3,4-diClPh CO CH.sub.2 Sub-311-3680 Sub-51 3,4-diClPh CO CH.sub.2 Sub-321-3681 Sub-52 3,4-diClPh CO CH.sub.2 Sub-11-3682 Sub-52 3,4-diClPh CO CH.sub.2 Sub-21-3683 Sub-52 3,4-diClPh CO CH.sub.2 Sub-31-3684 Sub-52 3,4-diClPh CO CH.sub.2 Sub-41-3685 Sub-52 3,4-diClPh CO CH.sub.2 Sub-51-3686 Sub-52 3,4-diClPh CO CH.sub.2 Sub-61-3687 Sub-52 3,4-diClPh CO CH.sub.2 Sub-71-3688 Sub-52 3,4-diClPh CO CH.sub.2 Sub-81-3689 Sub-52 3,4-diClPh CO CH.sub.2 Sub-91-3690 Sub-52 3,4-diClPh CO CH.sub.2 Sub-101-3691 Sub-52 3,4-diClPh CO CH.sub.2 Sub-111-3692 Sub-52 3,4-diClPh CO CH.sub.2 Sub-121-3693 Sub-52 3,4-diClPh CO CH.sub.2 Sub-131-3694 Sub-52 3,4-diClPh CO CH.sub.2 Sub-141-3695 Sub-52 3,4-diClPh CO CH.sub.2 Sub-151-3696 Sub-52 3,4-diClPh CO CH.sub.2 Sub-161-3697 Sub-52 3,4-diClPh CO CH.sub.2 Sub-171-3698 Sub-52 3,4-diClPh CO CH.sub.2 Sub-181-3699 Sub-52 3,4-diClPh CO CH.sub.2 Sub-191-3700 Sub-52 3,4-diClPh CO CH.sub.2 Sub-201-3701 Sub-52 3,4-diClPh CO CH.sub.2 Sub-211-3702 Sub-52 3,4-diClPh CO CH.sub.2 Sub-221-3703 Sub-52 3,4-diClPh CO CH.sub.2 Sub-231-3704 Sub-52 3,4-diClPh CO CH.sub.2 Sub-241-3705 Sub-52 3,4-diClPh CO CH.sub.2 Sub-251-3706 Sub-52 3,4-diClPh CO CH.sub.2 Sub-261-3707 Sub-52 3,4-diClPh CO CH.sub.2 Sub-271-3708 Sub-52 3,4-diClPh CO CH.sub.2 Sub-281-3709 Sub-52 3,4-diClPh CO CH.sub.2 Sub-291-3710 Sub-52 3,4-diClPh CO CH.sub.2 Sub-301-3711 Sub-52 3,4-diClPh CO CH.sub.2 Sub-311-3712 Sub-52 3,4-diClPh CO CH.sub.2 Sub-321-3713 Sub-53 3,4-diClPh CO CH.sub.2 Sub-11-3714 Sub-53 3,4-diClPh CO CH.sub.2 Sub-21-3715 Sub-53 3,4-diClPh CO CH.sub.2 Sub-31-3716 Sub-53 3,4-diClPh CO CH.sub.2 Sub-41-3717 Sub-53 3,4-diClPh CO CH.sub.2 Sub-51-3718 Sub-53 3,4-diClPh CO CH.sub.2 Sub-61-3719 Sub-53 3,4-diClPh CO CH.sub.2 Sub-71-3720 Sub-53 3,4-diClPh CO CH.sub.2 Sub-81-3721 Sub-53 3,4-diClPh CO CH.sub.2 Sub-91-3722 Sub-53 3,4-diClPh CO CH.sub.2 Sub-101-3723 Sub-53 3,4-diClPh CO CH.sub.2 Sub-111-3724 Sub-53 3,4-diClPh CO CH.sub.2 Sub-121-3725 Sub-53 3,4-diClPh CO CH.sub.2 Sub-131-3726 Sub-53 3,4-diClPh CO CH.sub.2 Sub-141-3727 Sub-53 3,4-diClPh CO CH.sub.2 Sub-151-3728 Sub-53 3,4-diClPh CO CH.sub.2 Sub-161-3729 Sub-53 3,4-diClPh CO CH.sub.2 Sub-171-3730 Sub-53 3,4-diClPh CO CH.sub.2 Sub-181-3731 Sub-53 3,4-diClPh CO CH.sub.2 Sub-191-3732 Sub-53 3,4-diClPh CO CH.sub.2 Sub-201-3733 Sub-53 3,4-diClPh CO CH.sub.2 Sub-211-3734 Sub-53 3,4-diClPh CO CH.sub.2 Sub-221-3735 Sub-53 3,4-diClPh CO CH.sub.2 Sub-231-3736 Sub-53 3,4-diClPh CO CH.sub.2 Sub-241-3737 Sub-53 3,4-diClPh CO CH.sub.2 Sub-251-3738 Sub-53 3,4-diClPh CO CH.sub.2 Sub-261-3739 Sub-53 3,4-diClPh CO CH.sub.2 Sub-271-3740 Sub-53 3,4-diClPh CO CH.sub.2 Sub-281-3741 Sub-53 3,4-diClPh CO CH.sub.2 Sub-291-3742 Sub-53 3,4-diClPh CO CH.sub.2 Sub-301-3743 Sub-53 3,4-diClPh CO CH.sub.2 Sub-311-3744 Sub-53 3,4-diClPh CO CH.sub.2 Sub-321-3745 Sub-54 3,4-diClPh CO CH.sub.2 Sub-11-3746 Sub-54 3,4-diClPh CO CH.sub.2 Sub-21-3747 Sub-54 3,4-diClPh CO CH.sub.2 Sub-31-3748 Sub-54 3,4-diClPh CO CH.sub.2 Sub-41-3749 Sub-54 3,4-diClPh CO CH.sub.2 Sub-51-3750 Sub-54 3,4-diClPh CO CH.sub.2 Sub-61-3751 Sub-54 3,4-diClPh CO CH.sub.2 Sub-71-3752 Sub-54 3,4-diClPh CO CH.sub.2 Sub-81-3753 Sub-54 3,4-diClPh CO CH.sub.2 Sub-91-3754 Sub-54 3,4-diClPh CO CH.sub.2 Sub-101-3755 Sub-54 3,4-diClPh CO CH.sub.2 Sub-111-3756 Sub-54 3,4-diClPh CO CH.sub.2 Sub-121-3757 Sub-54 3,4-diClPh CO CH.sub.2 Sub-131-3758 Sub-54 3,4-diClPh CO CH.sub.2 Sub-141-3759 Sub-54 3,4-diClPh CO CH.sub.2 Sub-151-3760 Sub-54 3,4-diClPh CO CH.sub.2 Sub-161-3761 Sub-54 3,4-diClPh CO CH.sub.2 Sub-171-3762 Sub-54 3,4-diClPh CO CH.sub.2 Sub-181-3763 Sub-54 3,4-diClPh CO CH.sub.2 Sub-191-3764 Sub-54 3,4-diClPh CO CH.sub.2 Sub-201-3765 Sub-54 3,4-diClPh CO CH.sub.2 Sub-211-3766 Sub-54 3,4-diClPh CO CH.sub.2 Sub-221-3767 Sub-54 3,4-diClPh CO CH.sub.2 Sub-231-3768 Sub-54 3,4-diClPh CO CH.sub.2 Sub-241-3769 Sub-54 3,4-diClPh CO CH.sub.2 Sub-251-3770 Sub-54 3,4-diClPh CO CH.sub.2 Sub-261-3771 Sub-54 3,4-diClPh CO CH.sub.2 Sub-271-3772 Sub-54 3,4-diClPh CO CH.sub.2 Sub-281-3773 Sub-54 3,4-diClPh CO CH.sub.2 Sub-291-3774 Sub-54 3,4-diClPh CO CH.sub.2 Sub-301-3775 Sub-54 3,4-diClPh CO CH.sub.2 Sub-311-3776 Sub-54 3,4-diClPh CO CH.sub.2 Sub-321-3777 Sub-55 3,4-diClPh CO CH.sub.2 Sub-11-3778 Sub-55 3,4-diClPh CO CH.sub.2 Sub-21-3779 Sub-55 3,4-diClPh CO CH.sub.2 Sub-31-3780 Sub-55 3,4-diClPh CO CH.sub.2 Sub-41-3781 Sub-55 3,4-diClPh CO CH.sub.2 Sub-51-3782 Sub-55 3,4-diClPh CO CH.sub.2 Sub-61-3783 Sub-55 3,4-diClPh CO CH.sub.2 Sub-71-3784 Sub-55 3,4-diClPh CO CH.sub.2 Sub-81-3785 Sub-55 3,4-diClPh CO CH.sub.2 Sub-91-3786 Sub-55 3,4-diClPh CO CH.sub.2 Sub-101-3787 Sub-55 3,4-diClPh CO CH.sub.2 Sub-111-3788 Sub-55 3,4-diClPh CO CH.sub.2 Sub-121-3789 Sub-55 3,4-diClPh CO CH.sub.2 Sub-131-3790 Sub-55 3,4-diClPh CO CH.sub.2 Sub-141-3791 Sub-55 3,4-diClPh CO CH.sub.2 Sub-151-3792 Sub-55 3,4-diClPh CO CH.sub.2 Sub-161-3793 Sub-55 3,4-diClPh CO CH.sub.2 Sub-171-3794 Sub-55 3,4-diClPh CO CH.sub.2 Sub-181-3795 Sub-55 3,4-diClPh CO CH.sub.2 Sub-191-3796 Sub-55 3,4-diClPh CO CH.sub.2 Sub-201-3797 Sub-55 3,4-diClPh CO CH.sub.2 Sub-211-3798 Sub-55 3,4-diClPh CO CH.sub.2 Sub-221-3799 Sub-55 3,4-diClPh CO CH.sub.2 Sub-231-3800 Sub-55 3,4-diClPh CO CH.sub.2 Sub-241-3801 Sub-55 3,4-diClPh CO CH.sub.2 Sub-251-3802 Sub-55 3,4-diClPh CO CH.sub.2 Sub-261-3803 Sub-55 3,4-diClPh CO CH.sub.2 Sub-271-3804 Sub-55 3,4-diClPh CO CH.sub.2 Sub-281-3805 Sub-55 3,4-diClPh CO CH.sub.2 Sub-291-3806 Sub-55 3,4-diClPh CO CH.sub.2 Sub-301-3807 Sub-55 3,4-diClPh CO CH.sub.2 Sub-311-3808 Sub-55 3,4-diClPh CO CH.sub.2 Sub-321-3809 Sub-56 3,4-diClPh CO CH.sub.2 Sub-11-3810 Sub-56 3,4-diClPh CO CH.sub.2 Sub-21-3811 Sub-56 3,4-diClPh CO CH.sub.2 Sub-31-3812 Sub-56 3,4-diClPh CO CH.sub.2 Sub-41-3813 Sub-56 3,4-diClPh CO CH.sub.2 Sub-51-3814 Sub-56 3,4-diClPh CO CH.sub.2 Sub-61-3815 Sub-56 3,4-diClPh CO CH.sub.2 Sub-71-3816 Sub-56 3,4-diClPh CO CH.sub.2 Sub-81-3817 Sub-56 3,4-diClPh CO CH.sub.2 Sub-91-3818 Sub-56 3,4-diClPh CO CH.sub.2 Sub-101-3819 Sub-56 3,4-diClPh CO CH.sub.2 Sub-111-3820 Sub-56 3,4-diClPh CO CH.sub.2 Sub-121-3821 Sub-56 3,4-diClPh CO CH.sub.2 Sub-131-3822 Sub-56 3,4-diClPh CO CH.sub.2 Sub-141-3823 Sub-56 3,4-diClPh CO CH.sub.2 Sub-151-3824 Sub-56 3,4-diClPh CO CH.sub.2 Sub-161-3825 Sub-56 3,4-diClPh CO CH.sub.2 Sub-171-3826 Sub-56 3,4-diClPh CO CH.sub.2 Sub-181-3827 Sub-56 3,4-diClPh CO CH.sub.2 Sub-191-3828 Sub-56 3,4-diClPh CO CH.sub.2 Sub-201-3829 Sub-56 3,4-diClPh CO CH.sub.2 Sub-211-3830 Sub-56 3,4-diClPh CO CH.sub.2 Sub-221-3831 Sub-56 3,4-diClPh CO CH.sub.2 Sub-231-3832 Sub-56 3,4-diClPh CO CH.sub.2 Sub-241-3833 Sub-56 3,4-diClPh CO CH.sub.2 Sub-251-3834 Sub-56 3,4-diClPh CO CH.sub.2 Sub-261-3835 Sub-56 3,4-diClPh CO CH.sub.2 Sub-271-3836 Sub-56 3,4-diClPh CO CH.sub.2 Sub-281-3837 Sub-56 3,4-diClPh CO CH.sub.2 Sub-291-3838 Sub-56 3,4-diClPh CO CH.sub.2 Sub-301-3839 Sub-56 3,4-diClPh CO CH.sub.2 Sub-311-3840 Sub-56 3,4-diClPh CO CH.sub.2 Sub-321-3841 Sub-57 3,4-diClPh CO CH.sub.2 Sub-11-3842 Sub-57 3,4-diClPh CO CH.sub.2 Sub-21-3843 Sub-57 3,4-diClPh CO CH.sub.2 Sub-31-3844 Sub-57 3,4-diClPh CO CH.sub.2 Sub-41-3845 Sub-57 3,4-diClPh CO CH.sub.2 Sub-51-3846 Sub-57 3,4-diClPh CO CH.sub.2 Sub-61-3847 Sub-57 3,4-diClPh CO CH.sub.2 Sub-71-3848 Sub-57 3,4-diClPh CO CH.sub.2 Sub-81-3849 Sub-57 3,4-diClPh CO CH.sub.2 Sub-91-3850 Sub-57 3,4-diClPh CO CH.sub.2 Sub-101-3851 Sub-57 3,4-diClPh CO CH.sub.2 Sub-111-3852 Sub-57 3,4-diClPh CO CH.sub.2 Sub-121-3853 Sub-57 3,4-diClPh CO CH.sub.2 Sub-131-3854 Sub-57 3,4-diClPh CO CH.sub.2 Sub-141-3855 Sub-57 3,4-diClPh CO CH.sub.2 Sub-151-3856 Sub-57 3,4-diClPh CO CH.sub.2 Sub-161-3857 Sub-57 3,4-diClPh CO CH.sub.2 Sub-171-3858 Sub-57 3,4-diClPh CO CH.sub.2 Sub-181-3859 Sub-57 3,4-diClPh CO CH.sub.2 Sub-191-3860 Sub-57 3,4-diClPh CO CH.sub.2 Sub-201-3861 Sub-57 3,4-diClPh CO CH.sub.2 Sub-211-3862 Sub-57 3,4-diClPh CO CH.sub.2 Sub-221-3863 Sub-57 3,4-diClPh CO CH.sub.2 Sub-231-3864 Sub-57 3,4-diClPh CO CH.sub.2 Sub-241-3865 Sub-57 3,4-diClPh CO CH.sub.2 Sub-251-3866 Sub-57 3,4-diClPh CO CH.sub.2 Sub-261-3867 Sub-57 3,4-diClPh CO CH.sub.2 Sub-271-3868 Sub-57 3,4-diClPh CO CH.sub.2 Sub-281-3869 Sub-57 3,4-diClPh CO CH.sub.2 Sub-291-3870 Sub-57 3,4-diClPh CO CH.sub.2 Sub-301-3871 Sub-57 3,4-diClPh CO CH.sub.2 Sub-311-3872 Sub-57 3,4-diClPh CO CH.sub.2 Sub-321-3873 Sub-58 3,4-diClPh CO CH.sub.2 Sub-11-3874 Sub-58 3,4-diClPh CO CH.sub.2 Sub-21-3875 Sub-58 3,4-diClPh CO CH.sub.2 Sub-31-3876 Sub-58 3,4-diClPh CO CH.sub.2 Sub-41-3877 Sub-58 3,4-diClPh CO CH.sub.2 Sub-51-3878 Sub-58 3,4-diClPh CO CH.sub.2 Sub-61-3879 Sub-58 3,4-diClPh CO CH.sub.2 Sub-71-3880 Sub-58 3,4-diClPh CO CH.sub.2 Sub-81-3881 Sub-58 3,4-diClPh CO CH.sub.2 Sub-91-3882 Sub-58 3,4-diClPh CO CH.sub.2 Sub-101-3883 Sub-58 3,4-diClPh CO CH.sub.2 Sub-111-3884 Sub-58 3,4-diClPh CO CH.sub.2 Sub-121-3885 Sub-58 3,4-diClPh CO CH.sub.2 Sub-131-3886 Sub-58 3,4-diClPh CO CH.sub.2 Sub-141-3887 Sub-58 3,4-diClPh CO CH.sub.2 Sub-151-3888 Sub-58 3,4-diClPh CO CH.sub.2 Sub-161-3889 Sub-58 3,4-diClPh CO CH.sub.2 Sub-171-3890 Sub-58 3,4-diClPh CO CH.sub.2 Sub-181-3891 Sub-58 3,4-diClPh CO CH.sub.2 Sub-191-3892 Sub-58 3,4-diClPh CO CH.sub.2 Sub-201-3893 Sub-58 3,4-diClPh CO CH.sub.2 Sub-211-3894 Sub-58 3,4-diClPh CO CH.sub.2 Sub-221-3895 Sub-58 3,4-diClPh CO CH.sub.2 Sub-231-3896 Sub-58 3,4-diClPh CO CH.sub.2 Sub-241-3897 Sub-58 3,4-diClPh CO CH.sub.2 Sub-251-3898 Sub-58 3,4-diClPh CO CH.sub.2 Sub-261-3899 Sub-58 3,4-diClPh CO CH.sub.2 Sub-271-3900 Sub-58 3,4-diClPh CO CH.sub.2 Sub-281-3901 Sub-58 3,4-diClPh CO CH.sub.2 Sub-291-3902 Sub-58 3,4-diClPh CO CH.sub.2 Sub-301-3903 Sub-58 3,4-diClPh CO CH.sub.2 Sub-311-3904 Sub-58 3,4-diClPh CO CH.sub.2 Sub-321-3905 Sub-59 3,4-diClPh CO CH.sub.2 Sub-11-3906 Sub-59 3,4-diClPh CO CH.sub.2 Sub-21-3907 Sub-59 3,4-diClPh CO CH.sub.2 Sub-31-3908 Sub-59 3,4-diClPh CO CH.sub.2 Sub-41-3909 Sub-59 3,4-diClPh CO CH.sub.2 Sub-51-3910 Sub-59 3,4-diClPh CO CH.sub.2 Sub-61-3911 Sub-59 3,4-diClPh CO CH.sub.2 Sub-71-3912 Sub-59 3,4-diClPh CO CH.sub.2 Sub-81-3913 Sub-59 3,4-diClPh CO CH.sub.2 Sub-91-3914 Sub-59 3,4-diClPh CO CH.sub.2 Sub-101-3915 Sub-59 3,4-diClPh CO CH.sub.2 Sub-111-3916 Sub-59 3,4-diClPh CO CH.sub.2 Sub-121-3917 Sub-59 3,4-diClPh CO CH.sub.2 Sub-131-3918 Sub-59 3,4-diClPh CO CH.sub.2 Sub-141-3919 Sub-59 3,4-diClPh CO CH.sub.2 Sub-151-3920 Sub-59 3,4-diClPh CO CH.sub.2 Sub-161-3921 Sub-59 3,4-diClPh CO CH.sub.2 Sub-171-3922 Sub-59 3,4-diClPh CO CH.sub.2 Sub-181-3923 Sub-59 3,4-diClPh CO CH.sub.2 Sub-191-3924 Sub-59 3,4-diClPh CO CH.sub.2 Sub-201-3925 Sub-59 3,4-diClPh CO CH.sub.2 Sub-211-3926 Sub-59 3,4-diClPh CO CH.sub.2 Sub-221-3927 Sub-59 3,4-diClPh CO CH.sub.2 Sub-231-3928 Sub-59 3,4-diClPh CO CH.sub.2 Sub-241-3929 Sub-59 3,4-diClPh CO CH.sub.2 Sub-251-3930 Sub-59 3,4-diClPh CO CH.sub.2 Sub-261-3931 Sub-59 3,4-diClPh CO CH.sub.2 Sub-271-3932 Sub-59 3,4-diClPh CO CH.sub.2 Sub-281-3933 Sub-59 3,4-diClPh CO CH.sub.2 Sub-291-3934 Sub-59 3,4-diClPh CO CH.sub.2 Sub-301-3935 Sub-59 3,4-diClPh CO CH.sub.2 Sub-311-3936 Sub-59 3,4-diClPh CO CH.sub.2 Sub-321-3937 Sub-60 3,4-diClPh CO CH.sub.2 Sub-11-3938 Sub-60 3,4-diClPh CO CH.sub.2 Sub-21-3939 Sub-60 3,4-diClPh CO CH.sub.2 Sub-31-3940 Sub-60 3,4-diClPh CO CH.sub.2 Sub-41-3941 Sub-60 3,4-diClPh CO CH.sub.2 Sub-51-3942 Sub-60 3,4-diClPh CO CH.sub.2 Sub-61-3943 Sub-60 3,4-diClPh CO CH.sub.2 Sub-71-3944 Sub-60 3,4-diClPh CO CH.sub.2 Sub-81-3945 Sub-60 3,4-diClPh CO CH.sub.2 Sub-91-3946 Sub-60 3,4-diClPh CO CH.sub.2 Sub-101-3947 Sub-60 3,4-diClPh CO CH.sub.2 Sub-111-3948 Sub-60 3,4-diClPh CO CH.sub.2 Sub-121-3949 Sub-60 3,4-diClPh CO CH.sub.2 Sub-131-3950 Sub-60 3,4-diClPh CO CH.sub.2 Sub-141-3951 Sub-60 3,4-diClPh CO CH.sub.2 Sub-151-3952 Sub-60 3,4-diClPh CO CH.sub.2 Sub-161-3954 Sub-60 3,4-diClPh CO CH.sub.2 Sub-181-3955 Sub-60 3,4-diClPh CO CH.sub.2 Sub-191-3956 Sub-60 3,4-diClPh CO CH.sub.2 Sub-201-3957 Sub-60 3,4-diClPh CO CH.sub.2 Sub-211-3958 Sub-60 3,4-diClPh CO CH.sub.2 Sub-221-3959 Sub-60 3,4-diClPh CO CH.sub.2 Sub-231-3960 Sub-60 3,4-diClPh CO CH.sub.2 Sub-241-3961 Sub-60 3,4-diClPh CO CH.sub.2 Sub-251-3962 Sub-60 3,4-diClPh CO CH.sub.2 Sub-261-3963 Sub-60 3,4-diClPh CO CH.sub.2 Sub-271-3964 Sub-60 3,4-diClPh CO CH.sub.2 Sub-281-3965 Sub-60 3,4-diClPh CO CH.sub.2 Sub-291-3966 Sub-60 3,4-diClPh CO CH.sub.2 Sub-301-3967 Sub-60 3,4-diClPh CO CH.sub.2 Sub-311-3968 Sub-60 3,4-diClPh CO CH.sub.2 Sub-321-3969 Sub-61 3,4-diClPh CO CH.sub.2 Sub-11-3970 Sub-61 3,4-diClPh CO CH.sub.2 Sub-21-3971 Sub-61 3,4-diClPh CO CH.sub.2 Sub-31-3972 Sub-61 3,4-diClPh CO CH.sub.2 Sub-41-3973 Sub-61 3,4-diClPh CO CH.sub.2 Sub-51-3974 Sub-61 3,4-diClPh CO CH.sub.2 Sub-61-3975 Sub-61 3,4-diClPh CO CH.sub.2 Sub-71-3976 Sub-61 3,4-diClPh CO CH.sub.2 Sub-81-3977 Sub-61 3,4-diClPh CO CH.sub.2 Sub-91-3978 Sub-61 3,4-diClPh CO CH.sub.2 Sub-101-3979 Sub-61 3,4-diClPh CO CH.sub.2 Sub-111-3980 Sub-61 3,4-diClPh CO CH.sub.2 Sub-121-3981 Sub-61 3,4-diClPh CO CH.sub.2 Sub-131-3982 Sub-61 3,4-diClPh CO CH.sub.2 Sub-141-3983 Sub-61 3,4-diClPh CO CH.sub.2 Sub-151-3984 Sub-61 3,4-diClPh CO CH.sub.2 Sub-161-3985 Sub-61 3,4-diClPh CO CH.sub.2 Sub-171-3986 Sub-61 3,4-diClPh CO CH.sub.2 Sub-181-3987 Sub-61 3,4-diClPh CO CH.sub.2 Sub-191-3988 Sub-61 3,4-diClPh CO CH.sub.2 Sub-201-3989 Sub-61 3,4-diClPh CO CH.sub.2 Sub-211-3990 Sub-61 3,4-diClPh CO CH.sub.2 Sub-221-3991 Sub-61 3,4-diClPh CO CH.sub.2 Sub-231-3992 Sub-61 3,4-diClPh CO CH.sub.2 Sub-241-3993 Sub-61 3,4-diClPh CO CH.sub.2 Sub-251-3994 Sub-61 3,4-diClPh CO CH.sub.2 Sub-261-3995 Sub-61 3,4-diClPh CO CH.sub.2 Sub-271-3996 Sub-61 3,4-diClPh CO CH.sub.2 Sub-281-3997 Sub-61 3,4-diClPh CO CH.sub.2 Sub-291-3998 Sub-61 3,4-diClPh CO CH.sub.2 Sub-301-3999 Sub-61 3,4-diClPh CO CH.sub.2 Sub-311-4000 Sub-61 3,4-diClPh CO CH.sub.2 Sub-321-4001 Sub-62 3,4-diClPh CO CH.sub.2 Sub-11-4002 Sub-62 3,4-diClPh CO CH.sub.2 Sub-21-4003 Sub-62 3,4-diClPh CO CH.sub.2 Sub-31-4004 Sub-62 3,4-diClPh CO CH.sub.2 Sub-41-4005 Sub-62 3,4-diClPh CO CH.sub.2 Sub-51-4006 Sub-62 3,4-diClPh CO CH.sub.2 Sub-61-4007 Sub-62 3,4-diClPh CO CH.sub.2 Sub-71-4008 Sub-62 3,4-diClPh CO CH.sub.2 Sub-81-4009 Sub-62 3,4-diClPh CO CH.sub.2 Sub-91-4010 Sub-62 3,4-diClPh CO CH.sub.2 Sub-101-4011 Sub-62 3,4-diClPh CO CH.sub.2 Sub-111-4012 Sub-62 3,4-diClPh CO CH.sub.2 Sub-121-4013 Sub-62 3,4-diClPh CO CH.sub.2 Sub-131-4014 Sub-62 3,4-diClPh CO CH.sub.2 Sub-141-4015 Sub-62 3,4-diClPh CO CH.sub.2 Sub-151-4016 Sub-62 3,4-diClPh CO CH.sub.2 Sub-161-4017 Sub-62 3,4-diClPh CO CH.sub.2 Sub-171-4018 Sub-62 3,4-diClPh CO CH.sub.2 Sub-181-4019 Sub-62 3,4-diClPh CO CH.sub.2 Sub-191-4020 Sub-62 3,4-diClPh CO CH.sub.2 Sub-201-4021 Sub-62 3,4-diClPh CO CH.sub.2 Sub-211-4022 Sub-62 3,4-diClPh CO CH.sub.2 Sub-221-4023 Sub-62 3,4-diClPh CO CH.sub.2 Sub-231-4024 Sub-62 3,4-diClPh CO CH.sub.2 Sub-241-4025 Sub-62 3,4-diClPh CO CH.sub.2 Sub-251-4026 Sub-62 3,4-diClPh CO CH.sub.2 Sub-261-4027 Sub-62 3,4-diClPh CO CH.sub.2 Sub-271-4028 Sub-62 3,4-diClPh CO CH.sub.2 Sub-281-4029 Sub-62 3,4-diClPh CO CH.sub.2 Sub-291-4030 Sub-62 3,4-diClPh CO CH.sub.2 Sub-301-4031 Sub-62 3,4-diClPh CO CH.sub.2 Sub-311-4032 Sub-62 3,4-diClPh CO CH.sub.2 Sub-321-4033 Sub-63 3,4-diClPh CO CH.sub.2 Sub-11-4034 Sub-63 3,4-diClPh CO CH.sub.2 Sub-21-4035 Sub-63 3,4-diClPh CO CH.sub.2 Sub-31-4036 Sub-63 3,4-diClPh CO CH.sub.2 Sub-41-4037 Sub-63 3,4-diClPh CO CH.sub.2 Sub-51-4038 Sub-63 3,4-diClPh CO CH.sub.2 Sub-61-4039 Sub-63 3,4-diClPh CO CH.sub.2 Sub-71-4040 Sub-63 3,4-diClPh CO CH.sub.2 Sub-81-4041 Sub-63 3,4-diClPh CO CH.sub.2 Sub-91-4042 Sub-63 3,4-diClPh CO CH.sub.2 Sub-101-4043 Sub-63 3,4-diClPh CO CH.sub.2 Sub-111-4044 Sub-63 3,4-diClPh CO CH.sub.2 Sub-121-4045 Sub-63 3,4-diClPh CO CH.sub.2 Sub-131-4046 Sub-63 3,4-diClPh CO CH.sub.2 Sub-141-4047 Sub-63 3,4-diClPh CO CH.sub.2 Sub-151-4048 Sub-63 3,4-diClPh CO CH.sub.2 Sub-161-4049 Sub-63 3,4-diClPh CO CH.sub.2 Sub-171-4050 Sub-63 3,4-diClPh CO CH.sub.2 Sub-181-4051 Sub-63 3,4-diClPh CO CH.sub.2 Sub-191-4052 Sub-63 3,4-diClPh CO CH.sub.2 Sub-201-4053 Sub-63 3,4-diClPh CO CH.sub.2 Sub-211-4054 Sub-63 3,4-diClPh CO CH.sub.2 Sub-221-4055 Sub-63 3,4-diClPh CO CH.sub.2 Sub-231-4056 Sub-63 3,4-diClPh CO CH.sub.2 Sub-241-4057 Sub-63 3,4-diClPh CO CH.sub.2 Sub-251-4058 Sub-63 3,4-diClPh CO CH.sub.2 Sub-261-4059 Sub-63 3,4-diClPh CO CH.sub.2 Sub-271-4060 Sub-63 3,4-diClPh CO CH.sub.2 Sub-281-4061 Sub-63 3,4-diClPh CO CH.sub.2 Sub-291-4062 Sub-63 3,4-diClPh CO CH.sub.2 Sub-301-4063 Sub-63 3,4-diClPh CO CH.sub.2 Sub-311-4064 Sub-63 3,4-diClPh CO CH.sub.2 Sub-321-4065 Sub-64 3,4-diClPh CO CH.sub.2 Sub-11-4066 Sub-64 3,4-diClPh CO CH.sub.2 Sub-21-4067 Sub-64 3,4-diClPh CO CH.sub.2 Sub-31-4068 Sub-64 3,4-diClPh CO CH.sub.2 Sub-41-4069 Sub-64 3,4-diClPh CO CH.sub.2 Sub-51-4070 Sub-64 3,4-diClPh CO CH.sub.2 Sub-61-4071 Sub-64 3,4-diClPh CO CH.sub.2 Sub-71-4072 Sub-64 3,4-diClPh CO CH.sub.2 Sub-81-4073 Sub-64 3,4-diClPh CO CH.sub.2 Sub-91-4074 Sub-64 3,4-diClPh CO CH.sub.2 Sub-101-4075 Sub-64 3,4-diClPh CO CH.sub.2 Sub-111-4076 Sub-64 3,4-diClPh CO CH.sub.2 Sub-121-4077 Sub-64 3,4-diClPh CO CH.sub.2 Sub-131-4078 Sub-64 3,4-diClPh CO CH.sub.2 Sub-141-4079 Sub-64 3,4-diClPh CO CH.sub.2 Sub-151-4080 Sub-64 3,4-diClPh CO CH.sub.2 Sub-161-4081 Sub-64 3,4-diClPh CO CH.sub.2 Sub-171-4082 Sub-64 3,4-diClPh CO CH.sub.2 Sub-181-4083 Sub-64 3,4-diClPh CO CH.sub.2 Sub-191-4084 Sub-64 3,4-diClPh CO CH.sub.2 Sub-201-4085 Sub-64 3,4-diClPh CO CH.sub.2 Sub-211-4086 Sub-64 3,4-diClPh CO CH.sub.2 Sub-221-4087 Sub-64 3,4-diClPh CO CH.sub.2 Sub-231-4088 Sub-64 3,4-diClPh CO CH.sub.2 Sub-241-4089 Sub-64 3,4-diClPh CO CH.sub.2 Sub-251-4090 Sub-64 3,4-diClPh CO CH.sub.2 Sub-261-4091 Sub-64 3,4-diClPh CO CH.sub.2 Sub-271-4092 Sub-64 3,4-diClPh CO CH.sub.2 Sub-281-4093 Sub-64 3,4-diClPh CO CH.sub.2 Sub-291-4094 Sub-64 3,4-diClPh CO CH.sub.2 Sub-301-4095 Sub-64 3,4-diClPh CO CH.sub.2 Sub-311-4096 Sub-64 3,4-diClPh CO CH.sub.2 Sub-32______________________________________
TABLE 2______________________________________Cpd.No. R.sup.1 R.sup.2 A B Z______________________________________2-1 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-12-2 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-22-3 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-32-4 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-42-5 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-52-6 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-62-7 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-72-8 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-82-9 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-92-10 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-102-11 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-112-12 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-122-13 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-132-14 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-142-15 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-152-16 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-162-17 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-172-18 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-182-19 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-192-20 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-202-21 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-212-22 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-222-23 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-232-24 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-242-25 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-252-26 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-262-27 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-272-28 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-282-29 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-292-30 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-302-31 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-312-32 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-322-33 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-652-34 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-662-35 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-672-36 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-682-37 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-692-38 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-702-39 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-712-40 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-722-41 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-732-42 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-742-43 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-752-44 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-762-45 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-772-46 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-782-47 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-792-48 Sub-33 3,4-diClPh CH.sub.2 Single bond Sub-802-49 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-12-50 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-22-51 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-32-52 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-42-53 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-52-54 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-62-55 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-72-56 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-82-57 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-92-58 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-102-59 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-112-60 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-122-61 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-132-62 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-142-63 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-152-64 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-162-65 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-172-66 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-182-67 Sub-34 3,4-diClPh CH.sub.2 Single bond $ub-192-68 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-202-69 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-212-70 Sub.34 3.4-diClPh CH.sub.2 Single bond Sub-222-71 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-232-72 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-242-73 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-252-74 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-262-75 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-272-76 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-282-77 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-292-78 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-302-79 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-312-80 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-322-81 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-652-82 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-662-83 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-672-84 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-682-85 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-692-86 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-702-87 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-712-88 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-722-89 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-732-90 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-742-91 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-752-92 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-762-93 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-772-94 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-782-95 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-792-96 Sub-34 3,4-diClPh CH.sub.2 Single bond Sub-802-97 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-12-98 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-22-99 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-32-100 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-42-101 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-52-102 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-62-103 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-72-104 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-82-105 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-92-106 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-102-107 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-112-108 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-122-109 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-132-110 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-142-111 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-152-112 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-162-113 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-172-114 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-182-115 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-192-116 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-202-117 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-212-118 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-222-119 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-232-120 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-242-121 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-252-122 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-262-123 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-272-124 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-282-125 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-292-126 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-302-127 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-312-128 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-322-129 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-652-130 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-662-131 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-672-132 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-682-133 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-692-134 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-702-135 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-712-136 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-722-137 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-732-138 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-742-139 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-752-140 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-762-141 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-772-142 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-782-143 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-792-144 Sub-35 3,4-diClPh CH.sub.2 Single bond Sub-802-145 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-12-146 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-22-147 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-32-148 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-42-149 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-52-150 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-62-151 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-72-152 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-82-153 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-92-154 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-102-155 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-112-156 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-122-157 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-132-158 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-142-159 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-152-160 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-162-161 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-172-162 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-182-163 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-192-164 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-202-165 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-212-166 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-222-167 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-232-168 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-242-169 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-252-170 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-262-171 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-272-172 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-282-173 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-292-174 Sub-36 3,4-diClPh CH.sub.2 Single bon& Sub-302-175 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-312-176 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-322-177 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-652-178 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-662-179 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-672-180 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-682-181 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-692-182 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-702-183 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-712-184 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-722-185 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-732-186 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-742-187 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-752-188 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-762-189 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-772-190 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-782-191 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-792-192 Sub-36 3,4-diClPh CH.sub.2 Single bond Sub-802-193 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-12-194 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-22-195 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-32-196 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-42-197 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-52-198 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-62-199 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-72-200 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-82-201 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-92-202 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-102-203 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-112-204 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-122-205 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-132-206 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-142-207 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-152-208 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-162-209 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-172-210 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-182-211 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-192-212 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-202-213 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-212-214 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-222-215 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-232-216 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-242-217 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-252-218 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-262-219 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-272-220 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-282-221 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-292-222 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-302-223 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-312-224 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-322-225 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-652-226 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-662-227 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-672-228 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-682-229 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-692-230 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-702-231 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-712-232 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-722-233 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-732-234 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-742-235 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-752-236 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-762-237 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-772-238 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-782-239 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-792-240 Sub-37 3,4-diClPh CH.sub.2 Single bond Sub-802-241 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-12-242 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-22-243 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-32-244 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-42-245 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-52-246 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-62-247 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-72-248 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-82-249 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-92-250 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-102-251 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-112-252 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-122-253 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-132-254 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-142-255 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-152-256 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-162-257 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-172-258 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-182-259 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-192-260 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-202-261 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-212-262 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-222-263 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-232-264 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-242-265 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-252-266 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-262-267 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-272-268 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-282-269 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-292-270 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-302-271 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-312-272 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-322-273 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-652-274 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-662-275 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-672-276 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-682-277 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-692-278 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-702-279 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-712-280 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-722-281 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-732-282 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-742-283 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-752-284 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-762-285 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-772-286 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-782-287 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-792-288 Sub-38 3,4-diClPh CH.sub.2 Single bond Sub-802-289 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-12-290 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-22-291 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-32-292 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-42-293 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-52-294 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-62-295 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-72-296 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-82-297 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-92-298 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-102-299 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-112-300 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-122-301 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-132-302 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-142-303 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-152-304 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-162-305 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-172-306 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-182-307 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-192-308 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-202-309 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-212-310 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-222-311 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-232-312 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-242-313 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-252-314 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-262-315 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-272-316 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-282-317 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-292-318 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-302-319 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-312-320 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-322-321 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-652-322 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-662-323 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-672-324 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-682-325 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-692-326 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-702-327 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-712-328 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-722-329 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-732-330 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-742-331 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-752-332 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-762-333 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-772-334 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-782-335 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-792-336 Sub-39 3,4-diClPh CH.sub.2 Single bond Sub-802-337 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-12-338 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-22-339 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-32-340 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-42-341 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-52-342 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-62-343 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-72-344 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-82-345 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-92-346 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-102-347 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-112-348 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-122-349 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-132-350 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-142-351 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-152-352 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-162-353 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-172-354 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-182-355 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-192-356 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-202-357 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-212-358 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-222-359 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-232-360 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-242-361 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-252-362 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-262-363 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-272-364 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-282-365 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-292-366 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-302-367 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-312-368 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-322-369 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-652-370 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-662-371 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-672-372 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-682-373 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-692-374 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-702-375 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-712-376 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-722-377 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-732-378 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-742-379 Sub-40 3,4-diClPh CH.sub.2 Singte bond Sub-752-380 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-762-381 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-772-382 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-782-383 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-792-384 Sub-40 3,4-diClPh CH.sub.2 Single bond Sub-802-385 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-12-386 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-22-387 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-32-388 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-42-389 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-52-390 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-62-391 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-72-392 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-82-393 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-92-394 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-102-395 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-112-396 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-122-397 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-132-398 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-142-399 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-152-400 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-162-401 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-172-402 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-182-403 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-192-404 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-202-405 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-212-406 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-222-407 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-232-408 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-242-409 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-252-410 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-262-411 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-272-412 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-282-413 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-292-414 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-302-415 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-312-416 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-322-417 Sub-41 3,4-diclPh CH.sub.2 Single bond Sub-652-418 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-662-419 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-672-420 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-682-421 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-692-422 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-702-423 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-712-424 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-722-425 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-732-426 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-742-427 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-752-428 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-762-429 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-772-430 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-782-431 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-792-432 Sub-41 3,4-diClPh CH.sub.2 Single bond Sub-802-433 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-12-434 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-22-435 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-32-436 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-42-437 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-52-438 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-62-439 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-72-440 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-82-441 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-92-442 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-102-443 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-112-444 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-122-445 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-132-446 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-142-447 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-152-448 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-162-449 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-172-450 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-182-451 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-192-452 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-202-453 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-212-454 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-222-455 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-232-456 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-242-457 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-252-458 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-262-459 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-272-460 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-282-461 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-292-462 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-302-463 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-312-464 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-322-465 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-652-466 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-662-467 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-672-468 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-682-469 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-692-470 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-702-471 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-712-472 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-722-473 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-732-474 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-742-475 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-752-476 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-762-477 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-772-478 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-782-479 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-792-480 Sub-42 3,4-diClPh CH.sub.2 Single bond Sub-802-481 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-12-482 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-22-483 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-32-484 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-42-485 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-52-486 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-62-487 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-72-488 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-82-489 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-92-490 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-102-491 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-112-492 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-122-493 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-132-494 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-142-495 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-152-496 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-162-497 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-172-498 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-182-499 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-192-500 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-202-501 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-212-502 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-222-503 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-232-504 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-242-505 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-252-506 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-262-507 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-272-508 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-282-509 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-292-510 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-302-511 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-312-512 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-322-513 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-652-514 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-662-515 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-672-516 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-682-517 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-692-518 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-702-519 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-712-520 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-722-521 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-732-522 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-742-523 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-752-524 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-762-525 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-772-526 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-782-527 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-792-528 Sub-43 3,4-diClPh CH.sub.2 Single bond Sub-802-529 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-12-530 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-22-531 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-32-532 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-42-533 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-52-534 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-62-535 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-72-536 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-82-537 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-92-538 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-102-539 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-112-540 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-122-541 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-132-542 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-142-543 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-152-544 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-162-545 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-172-546 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-182-547 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-192-548 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-202-549 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-212-550 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-222-551 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-232-552 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-242-553 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-252-554 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-262-555 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-272-556 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-282-557 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-292-558 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-302-559 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-312-560 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-322-561 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-652-562 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-662-563 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-672-564 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-682-565 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-692-566 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-702-567 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-712-568 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-722-569 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-732-570 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-742-571 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-752-572 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-762-573 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-772-574 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-782-575 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-792-576 Sub-44 3,4-diClPh CH.sub.2 Single bond Sub-802-577 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-12-578 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-22-579 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-32-580 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-42-581 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-52-582 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-62-583 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-72-584 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-82-585 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-92-586 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-102-587 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-112-588 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-122-589 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-132-590 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-142-591 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-152-592 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-162-593 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-172-594 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-182-595 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-192-596 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-202-597 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-212-598 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-222-599 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-232-600 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-242-601 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-252-602 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-262-603 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-272-604 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-282-605 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-292-606 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-302-607 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-312-608 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-322-609 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-652-610 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-662-611 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-672-612 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-682-613 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-692-614 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-702-615 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-712-616 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-722-617 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-732-618 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-742-619 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-752-620 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-762-621 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-772-622 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-782-623 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-792-624 Sub-45 3,4-diClPh CH.sub.2 Single bond Sub-802-625 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-12-626 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-22-627 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-32-628 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-42-629 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-52-630 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-62-631 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-72-632 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-82-633 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-92-634 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-102-635 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-112-636 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-122-637 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-132-638 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-142-639 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-152-640 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-162-641 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-172-642 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-182-643 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-192-644 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-202-645 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-212-646 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-222-647 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-232-648 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-242-649 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-252-650 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-262-651 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-272-652 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-282-653 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-292-654 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-302-655 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-312-656 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-322-657 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-652-658 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-662-659 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-672-660 Sub-46 3,4-diCiPh CH.sub.2 Single bond Sub-682-661 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-692-662 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-702-663 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-712-664 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-722-665 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-732-666 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-742-667 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-752-668 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-762-669 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-772-670 Sub-46 3,4-diCiPh CH.sub.2 Single bond Sub-782-671 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-792-672 Sub-46 3,4-diClPh CH.sub.2 Single bond Sub-802-673 Sub-47 3,4-diCiPh CH.sub.2 Single bond Sub-12-674 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-22-675 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-32-676 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-42-677 Sub-47 3,4-diClPh CH.sub.2 Single hond Sub-52-678 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-62-679 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-72-680 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-82-681 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-92-682 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-102-683 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-112-684 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-122-685 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-132-686 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-142-687 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-152-688 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-162-689 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-172-690 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-182-691 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-192-692 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-202-693 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-212-694 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-222-695 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-232-696 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-242-697 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-252-698 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-262-699 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-272-700 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-282-701 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-292-702 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-302-703 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-312-704 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-322-705 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-652-706 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-662-707 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-672-708 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-682-709 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-692-710 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-702-711 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-712-712 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-722-713 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-732-714 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-742-715 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-752-716 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-762-717 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-772-718 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-782-719 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-792-720 Sub-47 3,4-diClPh CH.sub.2 Single bond Sub-802-721 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-12-722 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-22-723 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-32-724 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-42-725 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-52-726 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-62-727 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-72-728 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-82-729 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-92-730 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-102-731 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-112-732 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-122-733 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-132-734 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-142-735 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-152-736 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-162-737 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-172-738 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-182-739 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-192-740 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-202-741 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-212-742 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-222-743 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-232-744 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-242-745 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-252-746 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-262-747 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-272-748 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-282-749 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-292-750 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-302-751 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-312-752 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-322-753 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-652-754 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-662-755 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-672-756 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-682-757 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-692-758 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-702-759 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-712-760 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-722-761 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-732-762 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-742-763 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-752-764 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-762-765 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-772-766 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-782-767 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-792-768 Sub-81 3,4-diClPh CH.sub.2 Single bond Sub-802-769 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-12-770 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-22-771 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-32-772 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-42-773 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-52-774 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-62-775 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-72-776 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-82-777 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-92-778 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-102-779 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-112-780 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-122-781 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-132-782 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-142-783 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-152-784 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-162-785 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-172-786 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-182-787 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-192-788 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-202-789 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-212-790 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-222-791 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-232-792 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-242-793 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-252-794 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-262-795 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-272-796 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-282-797 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-292-798 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-302-799 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-312-800 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-322-801 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-652-802 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-662-803 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-672-804 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-682-805 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-692-806 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-702-807 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-712-808 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-722-809 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-732-810 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-742-811 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-752-812 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-762-813 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-772-814 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-782-815 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-792-816 Sub-48 3,4-diClPh CH.sub.2 Single bond Sub-802-817 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-12-818 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-22-819 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-32-820 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-42-821 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-52-822 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-62-823 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-72-824 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-82-825 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-92-826 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-102-827 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-112-828 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-122-829 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-132-830 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-142-831 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-152-832 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-162-833 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-172-834 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-182-835 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-192-836 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-202-837 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-212-838 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-222-839 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-232-840 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-242-841 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-252-842 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-262-843 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-272-844 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-282-845 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-292-846 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-302-847 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-312-848 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-322-849 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-652-850 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-662-851 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-672-852 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-682-853 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-692-854 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-702-855 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-712-856 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-722-857 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-732-858 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-742-859 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-752-860 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-762-861 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-772-862 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-782-863 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-792-864 Sub-49 3,4-diClPh CH.sub.2 Single bond Sub-802-865 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-12-866 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-22-867 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-32-868 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-42-869 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-52-870 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-62-871 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-72-872 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-82-873 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-92-874 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-102-875 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-112-876 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-122-877 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-132-878 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-142-879 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-152-880 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-162-881 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-172-882 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-182-883 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-192-884 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-202-885 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-212-886 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-222-887 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-232-888 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-242-889 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-252-890 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-262-891 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-272-892 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-282-893 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-292-894 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-302-895 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-312-896 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-322-897 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-652-898 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-662-899 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-672-900 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-682-901 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-692-902 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-702-903 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-712-904 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-722-905 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-732-906 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-742-907 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-752-908 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-762-909 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-772-910 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-782-911 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-792-912 Sub-50 3,4-diClPh CH.sub.2 Single bond Sub-802-913 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-12-914 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-22-915 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-32-916 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-42-917 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-52-918 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-62-919 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-72-920 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-82-921 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-92-922 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-102-923 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-112-924 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-122-925 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-132-926 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-142-927 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-152-928 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-162-929 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-172-930 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-182-931 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-192-932 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-202-933 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-212-934 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-222-935 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-232-936 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-242-937 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-252-938 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-262-939 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-272-940 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-282-941 Sub-5l 3,4-diClPh CH.sub.2 Single bond Sub-292-942 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-302-943 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-312-944 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-322-945 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-652-946 Sub-5l 3,4-diClPh CH.sub.2 Single bond Sub-662-947 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-672-948 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-682-949 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-692-950 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-702-951 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-712-952 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-722-953 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-732-954 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-742-955 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-752-956 Sub-51 3,4-diClpb CH.sub.2 Single bond Sub-762-957 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-772-958 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-782-959 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-792-960 Sub-51 3,4-diClPh CH.sub.2 Single bond Sub-802-961 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-12-962 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-22-963 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-32-964 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-42-965 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-52-966 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-62-967 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-72-968 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-82-969 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-92-970 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-102-971 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-112-972 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-122-973 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-132-974 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-142-975 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-152-976 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-162-977 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-172-978 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-182-979 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-192-980 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-202-981 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-212-982 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-222-983 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-232-984 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-242-985 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-252-986 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-262-987 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-272-988 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-282-989 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-292-990 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-302-991 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-312-992 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-322-993 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-652-994 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-662-995 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-672-996 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-682-997 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-692-998 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-702-999 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-712-1000 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-722-1001 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-732-1002 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-742-1003 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-752-1004 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-762-1005 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-772-1006 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-782-1007 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-792-1008 Sub-52 3,4-diClPh CH.sub.2 Single bond Sub-802-1009 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-12-1010 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-22-1011 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-32-1012 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-42-1013 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-52-1014 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-62-1015 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-72-1016 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-82-1017 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-92-1018 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-102-1019 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-112-1020 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-122-1021 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-132-1022 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-142-1023 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-152-1024 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-162-1025 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-172-1026 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-182-1027 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-192-1028 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-202-1029 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-212-1030 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-222-1031 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-232-1032 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-242-1033 Sub-53 3,4-diClPb CH.sub.2 Single bond Sub-252-1034 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-262-1035 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-272-1036 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-282-1037 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-292-1038 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-302-1039 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-312-1040 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-322-1041 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-652-1042 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-662-1043 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-672-1044 Sub-53 3,4-diClPh CH.sub.2 Single bdnd Sub-682-1045 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-692-1046 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-702-1047 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-712-1048 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-722-1049 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-732-1050 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-742-1051 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-752-1052 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-762-1053 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-772-1054 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-782-1055 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-792-1056 Sub-53 3,4-diClPh CH.sub.2 Single bond Sub-802-1057 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-12-1058 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-22-1059 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-32-1060 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-42-1061 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-52-1062 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-62-1063 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-72-1064 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-82-1065 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-92-1066 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-102-1067 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-112-1068 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-122-1069 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-132-1070 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-142-1071 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-152-1072 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-162-1073 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-172-1074 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-182-1075 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-192-1076 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-202-1077 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-212-1078 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-222-1079 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-232-1080 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-242-1081 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-252-1082 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-262-1083 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-272-1084 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-282-1085 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-292-1086 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-302-1087 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-312-1088 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-322-1089 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-652-1090 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-662-1091 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-672-1092 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-682-1093 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-692-1094 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-702-1095 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-712-1096 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-722-1097 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-732-1098 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-742-1099 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-752-1100 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-762-1101 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-772-1102 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-782-1103 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-792-1104 Sub-54 3,4-diClPh CH.sub.2 Single bond Sub-802-1105 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-12-1106 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-22-1107 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-32-1108 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-42-1109 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-52-1110 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-62-1111 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-72-1112 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-82-1113 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-92-1114 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-102-1115 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-112-1116 Sub-55 3.4-diClPh CH.sub.2 Single bond Sub-122-1117 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-132-1118 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-142-1119 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-152-1120 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-162-1121 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-172-1122 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-182-1123 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-192-1124 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-202-1125 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-212-1126 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-222-1127 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-232-1128 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-242-1129 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-252-1130 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-262-1131 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-272-1132 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-282-1133 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-292-1134 Sub-55 3,4-diClPh CH.sub.2 Single bon4 Sub-302-1135 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-312-1136 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-322-1137 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-652-1138 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-662-1139 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-672-1140 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-682-1141 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-692-1142 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-702-1143 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-712-1144 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-722-1145 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-732-1146 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-742-1147 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-752-1148 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-762-1149 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-772-1150 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-782-1151 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-792-1152 Sub-55 3,4-diClPh CH.sub.2 Single bond Sub-802-1153 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-12-1154 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-22-1155 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-32-1156 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-42-1157 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-52-1158 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-62-1159 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-72-1160 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-82-1161 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-92-1162 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-102-1163 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-112-1164 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-122-1165 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-132-1166 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-142-1167 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-152-1168 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-162-1169 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-172-1170 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-182-1171 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-192-1172 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-202-1173 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-212-1174 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-222-1175 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-232-1176 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-242-1177 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-252-1178 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-262-1179 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-272-1180 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-282-1181 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-292-1182 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-302-1183 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-312-1184 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-322-1185 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-652-1186 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-662-1187 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-672-1188 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-682-1189 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-692-1190 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-702-1191 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-712-1192 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-722-1193 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-732-1194 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-742-1195 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-752-1196 Sub-56 3,4-diclPh CH.sub.2 Single bond Sub-762-1197 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-772-1198 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-782-1199 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-792-1200 Sub-56 3,4-diClPh CH.sub.2 Single bond Sub-802-1201 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-12-1202 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-22-1203 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-32-1204 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-42-1205 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-52-1206 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-62-1207 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-72-1208 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-82-1209 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-92-1210 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-102-1211 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-112-1212 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-122-1213 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-132-1214 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-142-1215 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-152-1216 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-162-1217 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-172-1218 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-182-1219 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-192-1220 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-202-1221 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-212-1222 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-222-1223 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-232-1224 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-242-1225 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-252-1226 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-262-1227 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-272-1228 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-282-1229 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-292-1230 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-302-1231 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-312-1232 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-322-1233 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-652-1234 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-662-1235 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-672-1236 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-682-1237 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-692-1238 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-702-1239 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-712-1240 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-722-1241 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-732-1242 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-742-1243 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-752-1244 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-762-1245 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-772-1246 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-782-1247 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-792-1248 Sub-57 3,4-diClPh CH.sub.2 Single bond Sub-802-1249 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-12-1250 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-22-1251 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-32-1252 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-42-1253 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-52-1254 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-62-1255 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-72-1256 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-82-1257 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-92-1258 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-102-1259 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-112-1260 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-122-1261 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-132-1262 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-142-1263 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-152-1264 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-162-1265 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-172-1266 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-182-1267 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-192-1268 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-202-1269 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-212-1270 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-222-1271 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-232-1272 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-242-1273 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-252-1274 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-262-1275 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-272-1276 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-282-1277 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-292-1278 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-302-1279 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-312-1280 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-322-1281 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-652-1282 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-662-1283 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-672-1284 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-682-1285 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-692-1286 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-702-1287 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-712-1288 Sub-58 3,4-diCiPh CH.sub.2 Single bond Sub-722-1289 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-732-1290 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-742-1291 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-752-1292 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-762-1293 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-772-1294 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-782-1295 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-792-1296 Sub-58 3,4-diClPh CH.sub.2 Single bond Sub-802-1297 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-12-1298 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-22-1299 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-32-1300 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-42-1301 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-52-1302 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-62-1303 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-72-1304 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-82-1305 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-92-1306 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-102-1307 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-112-1308 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-122-1309 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-132-1310 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-142-1311 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-152-1312 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-162-1313 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-172-1314 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-182-1315 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-192-1316 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-202-1317 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-212-1318 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-222-1319 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-232-1320 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-242-1321 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-252-1322 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-262-1323 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-272-1324 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-282-1325 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-292-1326 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-302-1327 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-312-1328 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-322-1329 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-652-1330 Sub-59 3,4-diClPh CH.sub.2 $ingle bond Sub-662-1331 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-672-1332 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-682-1333 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-692-1334 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-702-1335 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-712-1336 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-722-1337 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-732-1338 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-742-1339 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-752-1340 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-762-1341 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-772-1342 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-782-1343 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-792-1344 Sub-59 3,4-diClPh CH.sub.2 Single bond Sub-802-1345 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-12-1346 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-22-1347 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-32-1348 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-42-1349 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-52-1350 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-62-1351 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-72-1352 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-82-1353 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-92-1354 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-102-1355 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-112-1356 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-122-1357 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-132-1358 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-142-1359 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-152-1360 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-162-1361 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-172-1362 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-182-1363 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-192-1364 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-202-1365 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-212-1366 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-222-1367 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-232-1368 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-242-1369 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-252-1370 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-262-1371 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-272-1372 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-282-1373 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-292-1374 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-302-1375 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-312-1376 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-322-1377 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-652-1378 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-662-1379 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-672-1380 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-682-1381 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-692-1382 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-702-1383 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-712-1384 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-722-1385 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-732-1386 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-742-1387 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-752-1388 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-762-1389 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-772-1390 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-782-1391 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-792-1392 Sub-82 3,4-diClPh CH.sub.2 Single bond Sub-802-1393 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-12-1394 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-22-1395 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-32-1396 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-42-1397 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-52-1398 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-62-1399 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-72-1400 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-82-1401 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-92-1402 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-102-1403 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-112-1404 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-122-1405 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-132-1406 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-142-1407 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-152-1408 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-162-1409 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-172-1410 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-182-1411 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-192-1412 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-202-1413 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-212-1414 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-222-1415 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-232-1416 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-242-1417 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-252-1418 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-262-1419 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-272-1420 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-282-1421 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-292-1422 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-302-1423 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-312-1424 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-322-1425 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-652-1426 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-662-1427 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-672-1428 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-682-1429 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-692-1430 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-702-1431 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-712-1432 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-722-1433 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-732-1434 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-742-1435 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-752-1436 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-762-1437 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-772-1438 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-782-1439 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-792-1440 Sub-83 3,4-diClPh CH.sub.2 Single bond Sub-802-1441 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-12-1442 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-22-1443 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-32-1444 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-42-1445 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-52-1446 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-62-1447 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-72-1448 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-82-1449 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-92-1450 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-102-1451 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-112-1452 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-122-1453 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-132-1454 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-142-1455 Sub-61 3,4-diCiPh CH.sub.2 Single bond Sub-152-1456 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-162-1457 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-172-1458 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-182-1459 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-192-1460 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-202-1461 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-212-1462 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-222-1463 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-232-1464 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-242-1465 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-252-1466 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-262-1467 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-272-1468 Sub-61 3,4-diClPh CH.sub.2 Single bon4 Sub-282-1469 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-292-1470 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-302-1471 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-312-1472 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-322-1473 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-652-1474 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-662-1475 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-672-1476 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-682-1477 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-692-1478 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-702-1479 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-712-1480 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-722-1481 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-732-1482 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-742-1483 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-752-1484 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-762-1485 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-772-1486 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-782-1487 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-792-1488 Sub-61 3,4-diClPh CH.sub.2 Single bond Sub-802-1489 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-12-1490 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-22-1491 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-32-1492 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-42-1493 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-52-1494 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-62-1495 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-72-1496 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-82-1497 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-92-1498 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-102-1499 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-112-1500 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-122-1501 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-132-1502 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-142-1503 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-152-1504 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-162-1505 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-172-1506 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-182-1507 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-192-1508 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-202-1509 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-212-1510 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-222-1511 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-232-1512 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub242-1513 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-252-1514 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-262-1515 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-272-1516 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-282-1517 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-292-1518 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-302-1519 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-312-1520 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-322-1521 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-652-1522 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-662-1523 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-672-1524 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-682-1525 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-692-1526 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-702-1527 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-712-1528 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-722-1529 Sub-60 3,4-diCiPh CH.sub.2 Single bond Sub-732-1530 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-742-1531 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-752-1532 Sub-60 3,4-diCiPh CH.sub.2 Single bond Sub-762-1533 Sub-60 3,4-diCiPh CH.sub.2 Single bond Sub-772-1534 Sub-60 3,4-diCiPh CH.sub.2 Single bond Sub-782-1535 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-792-1536 Sub-60 3,4-diClPh CH.sub.2 Single bond Sub-802-1537 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-1538 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-1539 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-1540 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-1541 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-1542 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-1543 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-1544 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-1545 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-1546 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-1547 Sub-33 3,4-diCiPh CO Single bond or CH.sub.2 Sub-112-1548 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-1549 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-1550 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-1551 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-1552 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-1553 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-1554 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-1555 Sub-33 3,4-diCiPh CO Single bond or CH.sub.2 Sub-192-1556 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-1557 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-1558 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-1559 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-1560 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-1561 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-1562 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-1563 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-1564 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-1565 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-1566 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-1567 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-1568 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-1569 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-1570 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-1571 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-1572 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-1573 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-1574 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-1575 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-1576 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-1577 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-1578 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-1579 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-1580 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-1581 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-1582 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-1583 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-1584 Sub-33 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-1585 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-1586 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-1587 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-1588 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-1589 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-1590 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-1591 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-1592 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-1593 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-1594 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-1595 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-1596 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-1597 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-1598 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-1599 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-1600 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-1601 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-1602 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-1603 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-1604 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-1605 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-1606 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-1607 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-1608 Sub-34 3,4-diCiPh CO Single bond or CH.sub.2 Sub-242-1609 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-1610 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-1611 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-1612 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-1613 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-1614 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-1615 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-1616 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-1617 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-1618 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-1619 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-1620 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-1621 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-1622 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-1623 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-1624 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-1625 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-1626 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-1627 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-1628 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-1629 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-1630 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-1631 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-1632 Sub-34 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-1633 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-1634 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-1635 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-1636 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-1637 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-1638 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-1639 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-1640 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-1641 Sub-35 3,4-diClPh CO Single bond or Ch2 Sub-92-1642 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-1643 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-1644 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-1645 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-1646 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-1647 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-1648 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-1649 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-1650 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-1651 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-1652 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-1653 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Stib-212-1654 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-1655 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-1656 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-1657 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-1658 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-1659 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-1660 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-1661 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-1662 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-1663 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-1664 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-1665 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-1666 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-1667 Sub-35 3,4-diCiPh CO Single bond or CH.sub.2 Sub-672-1668 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-1669 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-1670 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-1671 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-1672 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-1673 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-1674 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-1675 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-1676 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-1677 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-1678 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-1679 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-1680 Sub-35 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-1681 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-1682 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-1683 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-1684 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-1685 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-1686 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-1687 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-1688 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-1689 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-1690 Sub-36 3;4-diClPh CO Single bond or CH.sub.2 Sub-102-1691 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-1692 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-1693 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-1694 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-1695 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-1696 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-1697 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-1698 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-1699 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-1700 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-1701 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-1702 Sub-36 3,4-diClPh CO Single bond or Cli2 Sub-222-1703 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-1704 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-1705 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-1706 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-1707 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-1708 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-1709 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-1710 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-1711 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-1712 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-1713 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-1714 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-1715 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-1716 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-1717 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-1718 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-1719 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-1720 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-1721 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-1722 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-1723 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-1724 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-1725 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-1726 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-1727 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-1728 Sub-36 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-1729 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-1730 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-1731 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-1732 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-1733 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-1734 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-1735 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-1736 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-1737 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-1738 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-1739 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-1740 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-1741 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-1742 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-1743 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-1744 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-1745 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-1746 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-1747 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-1748 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-1749 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-1750 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-1751 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-1752 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-1753 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-1754 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-1755 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-1756 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-1757 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-1758 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-1759 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-1760 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-1761 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-1762 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-1763 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-1764 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-1765 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-1766 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-1767 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-1768 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-1769 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-1770 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-1771 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-1772 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-1773 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-1774 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-1775 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-1776 Sub-37 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-1777 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-1778 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-1779 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-1780 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-1781 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-1782 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-1783 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-1784 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-1785 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-1786 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-1787 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-1788 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-1789 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-1790 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-1791 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-1792 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-1793 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-1794 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-1795 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-1796 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-1797 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-1798 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-1799 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-1800 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-1801 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-1802 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-1803 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-1804 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-1805 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-1806 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-1807 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-1808 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-1809 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-1810 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-1811 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-1812 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-1813 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-1814 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-1815 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-1816 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-1817 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-1818 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-1819 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-1820 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-1821 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-1822 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-1823 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-1824 Sub-38 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-1825 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-1826 Sub-39 3,4-diClPh CO Single bond oi CH.sub.2 Sub-22-1827 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-1828 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-1829 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-1830 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-1831 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-1832 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-1833 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-1834 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-1835 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-1836 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-1837 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-1838 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-1839 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-1840 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-1841 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-1842 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-1843 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-1844 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-1845 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-1846 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-1847 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-1848 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-1849 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-1850 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-1851 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-1852 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-1853 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-1854 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-1855 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-1856 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-1857 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-1858 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-1859 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-1860 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-1861 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-1862 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-1863 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-1864 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Siib-722-1865 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-1866 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-1867 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-1868 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-1869 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-1870 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-1871 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-1872 Sub-39 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-1873 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-1874 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-1875 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-1876 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-1877 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-1878 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-1879 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-1880 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-1881 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-1882 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-1883 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-1884 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-1885 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-1886 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-1887 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-1888 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-1889 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-1890 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-1891 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-1892 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-1893 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-1894 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-1895 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-1896 Sub-40 3,4-diCtPh CO Single bond or CH.sub.2 Sub-242-1897 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-1898 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-1899 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-1900 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-1901 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-1902 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-1903 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-1904 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-1905 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-1906 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-1907 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-1908 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-1909 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-1910 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-1911 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-1912 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-1913 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-1914 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-1915 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-1916 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-1917 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-1918 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-1919 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-1920 Sub-40 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-1921 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-1922 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-1923 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-1924 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-1925 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-1926 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-1927 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-1928 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-1929 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-1930 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-1931 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-1932 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-1933 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-1934 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-1935 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-1936 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-1937 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-1938 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-1939 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-1940 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-1941 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-1942 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-1943 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-1944 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-1945 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-1946 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-1947 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-1948 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-1949 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-1950 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-1951 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-1952 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-1953 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-1954 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-1955 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-1956 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-1957 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-1958 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-1959 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-1960 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-1961 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-1962 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-1963 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-1964 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-1965 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-1966 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-1967 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-1968 Sub-41 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-1969 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-1970 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-1971 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-1972 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-1973 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-1974 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-1975 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-1976 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-1977 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-1978 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-1979 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-1980 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-1981 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-1982 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-1983 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-1984 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-1985 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-1986 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-1987 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-1988 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-1989 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-1990 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-1991 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-1992 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-1993 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-1994 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-1995 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-1996 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-1997 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-1998 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-1999 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-2000 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-2001 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-2002 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-2003 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-2004 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-2005 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-2006 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-2007 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-2008 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-2009 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-2010 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-2011 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-2012 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-2013 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-2014 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-2015 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-2016 Sub-42 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-2017 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-2018 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-2019 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-2020 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-2021 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-2022 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-2023 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-2024 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-2025 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-2026 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-2027 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-2028 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-2029 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-2030 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-2031 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-2032 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-2033 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-2034 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-2035 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-2036 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-2037 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-2038 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-2039 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-2040 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-2041 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-2042 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-2043 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-2044 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-2045 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-2046 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-2047 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-2048 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-2049 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-2050 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-2051 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-2052 Sub-43 3,4-diCiPh CO Single bond or CH.sub.2 Sub-682-2053 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-2054 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-2055 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-2056 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-2057 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-2058 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-2059 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-2060 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-2061 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-2062 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-2063 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-2064 Sub-43 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-2065 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-2066 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-2067 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-2068 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-2069 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-2070 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-2071 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-2072 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-2073 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-2074 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-2075 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-2076 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-2077 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-2078 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-2079 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-2080 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-2081 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-2082 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-2083 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-2084 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-2085 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-2086 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-2087 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-2088 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-2089 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-2090 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-2091 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-2092 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-2093 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-2094 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-2095 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-2096 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-2097 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-2098 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-2099 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-2100 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-2101 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-2102 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-2103 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-2104 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-2105 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-2106 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-2107 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-2108 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-2109 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-2110 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-2111 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-2112 Sub-44 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-2113 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-2114 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-2115 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-2116 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-2117 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-2118 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-2119 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-2120 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-2121 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-2122 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-2123 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-2124 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-2125 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-2126 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-2127 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-2128 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-2129 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-2130 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-2131 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-2132 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-2133 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-2134 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-2135 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-2136 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-2137 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-2138 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-2139 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-2140 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-2141 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-2142 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-2143 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-2144 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-2145 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-2146 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-2147 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-2148 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-2149 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-2150 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-2151 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-2152 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-2153 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-2154 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-2155 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-2156 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-2157 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-2158 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-2159 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-2160 Sub-45 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-2161 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-2162 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-2163 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-2164 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-2165 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-2166 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-2167 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-2168 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-2169 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-2170 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-2171 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-2172 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-2173 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-2174 Sub-46 3,4-diClPh CO Single bond or cH2 Sub-142-2175 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-2176 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-2177 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-2178 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-2179 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-2180 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-2181 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-2182 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-2183 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-2184 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-2185 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-2186 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-2187 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-2188 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-2189 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-2190 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-2191 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-2192 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-2193 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-2194 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-2195 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-2196 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-2197 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-2198 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-2199 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-2200 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-2201 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-2202 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-2203 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-2204 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-2205 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-2206 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-2207 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-2208 Sub-46 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-2209 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-2210 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-2211 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-2212 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-2213 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-2214 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-2215 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-2216 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-2217 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-2218 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-2219 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-2220 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-2221 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-2222 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-2223 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-2224 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-2225 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-2226 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-2227 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-2228 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-2229 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-2230 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-2231 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-2232 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-2233 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-2234 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-2235 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-2236 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-2237 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-2238 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-2239 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-2240 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-2241 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-2242 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-2243 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-2244 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-2245 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-2246 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-2247 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-2248 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-2249 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-2250 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-2251 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-2252 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-2253 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-2254 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-2255 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-2256 Sub-47 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-2257 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-2258 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-2259 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-2260 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-2261 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-2262 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-2263 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-2264 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-2265 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-2266 Sub-81 3,4-diClPh C9 Single bund or CH.sub.2 Sub-102-2267 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-2268 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-2269 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-2270 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-2271 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-2272 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-2273 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-2274 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-2275 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-2276 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-2277 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-2278 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-2279 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-2280 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-2281 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-2282 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-2283 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-2284 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-2285 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-2286 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-2287 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-2288 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-2289 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-2290 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-2291 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-2292 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-2293 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-2294 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-2295 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-2296 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-2297 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-2298 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-2299 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-2300 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-2301 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-2302 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-2303 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-2304 Sub-81 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-2305 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-2306 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-2307 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-2308 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-2309 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-2310 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-2311 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-2312 Sub-48 3,4-diClPh CC Single bond or CH.sub.2 Sub-82-2313 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-2314 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-2315 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-2316 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-2317 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-2318 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-2319 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-2320 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-2321 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-2322 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-2323 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-2324 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-2325 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-2326 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-2327 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-2328 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-2329 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-2330 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-2331 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-2332 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-2333 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-2334 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-2335 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-2336 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-2337 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-2338 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-2339 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-2340 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-2341 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-2342 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-2343 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-2344 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-2345 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-2346 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-2347 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-2348 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-2349 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-2350 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-2351 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-2352 Sub-48 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-2353 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-2354 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-2355 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-2356 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-2357 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-2358 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-2359 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-2360 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-2361 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-2362 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-2363 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-2364 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-2365 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-2366 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-2367 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-2368 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-2369 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-2370 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-2371 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-2372 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-2373 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-2374 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-2375 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-2376 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-2377 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-2378 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-2379 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-2380 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-2381 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-2382 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-2383 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-2384 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-2385 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-2386 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-2387 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-2388 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-2389 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-2390 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-2391 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-2392 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-2393 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-2394 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-2395 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-2396 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-2397 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-2398 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-2399 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-2400 Sub-49 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-2401 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-2402 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-2403 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-2404 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-2405 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-2406 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-2407 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-2408 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-2409 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-2410 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-2411 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-2412 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-2413 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-2414 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-2415 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-2416 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-2417 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-2418 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-2419 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-2420 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-2421 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-2422 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-2423 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-2424 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-2425 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-2426 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-2427 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-2428 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-2429 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-2430 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-2431 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-2432 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-2433 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-2434 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-2435 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-2436 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-2437 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-2438 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-2439 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-2440 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-2441 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-2442 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-2443 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-2444 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-2445 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-2446 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-2447 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-2448 Sub-50 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-2449 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-2450 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-2451 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-2452 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-2453 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-2454 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-2455 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-2456 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-2457 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-2458 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-2459 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-2460 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-2461 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-2462 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-2463 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-2464 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-2465 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-2466 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-2467 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-2468 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-2469 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-2470 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-2471 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-2472 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-2473 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-2474 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-2475 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-2476 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-2477 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-2478 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-2479 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-2480 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-2481 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-2482 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-2483 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-2484 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-2485 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-2486 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-2487 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-2488 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-2489 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-2490 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-2491 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-2492 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-2493 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-2494 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-2495 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-2496 Sub-51 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-2497 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-2498 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-2499 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-2500 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-2501 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-2502 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-2503 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-2504 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-2505 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-2506 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-2507 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-2508 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-2509 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-2510 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-2511 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-2512 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-2513 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-2514 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-2515 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-2516 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-2517 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-2518 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-2519 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-2520 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-2521 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-2522 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-2523 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-2524 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-2525 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-2526 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-2527 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-2528 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-2529 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-2530 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-2531 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-2532 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-2533 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-2534 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-2535 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-2536 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-2537 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-2538 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-2539 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-2540 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-2541 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-2542 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-2543 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-2544 Sub-52 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-2545 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-2546 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-2547 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-2548 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-2549 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-2550 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-2551 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-2552 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-2553 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-2554 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-2555 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-2556 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-2557 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-2558 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-2559 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-2560 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-2561 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-2562 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-2563 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-2564 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-2565 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-2566 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-2567 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-2568 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-2569 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-2570 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-2571 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-2572 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-2573 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-2574 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-2575 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-2576 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-2577 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-2578 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-2579 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-2580 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-2581 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-2582 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-2583 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-2584 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-2585 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-2586 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-2587 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-2588 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-2589 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-2590 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-2591 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-2592 Sub-53 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-2593 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-2594 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-2595 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-2596 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-2597 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-2598 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-2599 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-2600 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-2601 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-2602 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-2603 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-2604 Sub-54 3,4-diClPh CO Single bond qr CH.sub.2 Sub-122-2605 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-2606 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-2607 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-2608 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-2609 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-2610 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-2611 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-2612 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-2613 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-2614 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-2615 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-2616 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-2617 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-2618 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-2619 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-2620 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-2621 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-2622 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-2623 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-2624 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-2625 Sub-54 3,4-diClPh CO Single bnnd or CH.sub.2 Sub-652-2626 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-2627 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-2628 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-2629 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-2630 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-2631 Sub-54 3,4-diClPh CO Single botid or CH.sub.2 Sub-712-2632 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-2633 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-2634 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-2635 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-2636 Sub-54 3,4-diClPh CO Single bcnd or CH.sub.2 Sub-762-2637 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-2638 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-2639 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-2640 Sub-54 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-2641 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-2642 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-2643 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-2644 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-2645 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-2646 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-2647 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-2648 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-2649 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-2650 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-2651 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-2652 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-2653 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-2654 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-2655 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-2656 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-2657 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-2658 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-2659 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-2660 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-2661 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-2662 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-2663 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-2664 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-2665 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-2666 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-2667 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-2668 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-2669 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-2670 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-2671 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-2672 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-2673 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-2674 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-2675 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-2676 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-2677 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-2678 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-2679 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-2680 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-2681 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-2682 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-2683 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-2684 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-2685 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-2686 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-2687 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-2688 Sub-55 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-2689 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-2690 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-2691 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-2692 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-2693 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-2694 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-2695 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-2696 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-2697 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-2698 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-2699 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-2700 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-2701 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-2702 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-2703 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-2704 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-2705 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-2706 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-2707 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-2708 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-2709 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-2710 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-2711 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-2712 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-2713 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-2714 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-2715 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-2716 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-2717 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-2718 Sub-56 3,4-diClPh CO Single bond or CH, Sub-302-2719 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-2720 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-2721 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-2722 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-2723 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-2724 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-2725 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-2726 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-2727 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-2728 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-2729 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-2730 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-2731 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-2732 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-2733 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-2734 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-2735 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-2736 Sub-56 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-2737 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-2738 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-2739 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-2740 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-2741 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-2742 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-2743 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-2744 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-2745 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-2746 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-2747 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-2748 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-2749 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-2750 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-2751 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-2752 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-2753 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-2754 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-2755 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-2756 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-2757 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-2758 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-2759 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-2760 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-2761 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-2762 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-2763 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-2764 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-2765 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-2766 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-2767 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-2768 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-2769 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-2770 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-2771 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-2772 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-2773 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-2774 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-2775 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-2776 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-2777 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-2778 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-2779 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-2780 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-2781 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-2782 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-2783 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-2784 Sub-57 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-2785 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-2786 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-2787 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-2788 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-2789 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-S2-2790 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-2791 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-2792 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-2793 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-2794 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-2795 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-2796 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-2797 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-2798 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-2799 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-2800 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-2801 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-2802 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-2803 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-2804 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-2805 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-2806 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-2807 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-2808 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-2809 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-2810 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-2811 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-2812 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-2813 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-2814 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-2815 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-2816 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-2817 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-2818 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-2819 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-2820 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-2821 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-2822 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-2823 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-2824 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-2825 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-2826 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-2827 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-2828 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-2829 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-2830 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-2831 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-2832 Sub-58 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-2833 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-2834 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-2835 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-2836 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-2837 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-2838 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-2839 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-2840 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-2841 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-2842 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-2843 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-2844 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-2845 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-2846 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-2847 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-2848 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-2849 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-2850 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-2851 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-2852 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-2853 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-2854 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-2855 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-2856 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-2857 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-2858 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-2859 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-2860 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-2861 Sub-59 3,4-diClPh CO Single bbnd or CH.sub.2 Sub-292-2862 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-2863 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-2864 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-2865 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-2866 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-2867 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-2868 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-2869 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-2870 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-2871 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-2872 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-2873 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-2874 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-2875 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-2876 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-2877 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-2878 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-2879 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-2880 Sub-59 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-2881 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-2882 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-2883 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-2884 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-2885 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-2886 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-2887 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-2888 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-2889 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-2890 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-2891 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-2892 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-2893 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-2894 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-2895 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-2896 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-2897 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-2898 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-2899 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-2900 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-2901 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-2902 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-2903 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-2904 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-2905 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-2906 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-2907 Sub-82 3,4-diClPh CO Single bond Qr CH.sub.2 Sub-272-2908 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-2909 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-2910 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-2911 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-2912 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-2913 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-2914 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-2915 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-2916 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-2917 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-2918 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-2919 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-2920 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-2921 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-2922 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-2923 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-2924 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-2925 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-2926 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-2927 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-2928 Sub-82 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-2929 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-2930 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-2931 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-2932 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-2933 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-2934 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-2935 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-2936 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-2937 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-2938 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-2939 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-2940 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-2941 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-2942 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-2943 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-2944 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-2945 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-2946 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-2947 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-2948 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-2949 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-2950 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-2951 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-2952 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-2953 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-2954 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-2955 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-2956 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-2957 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-2958 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-2959 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-2960 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-2961 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-2962 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-2963 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-2964 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-2965 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-2966 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-2967 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-2968 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-2969 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-2970 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-2971 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-2972 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-2973 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-2974 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-2975 Sub-83 3,4-diClPh CO Single bond 6r CH.sub.2 Sub-792-2976 Sub-83 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-2977 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-2978 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-2979 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-2980 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-2981 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-2982 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-2983 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-2984 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-2985 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-2986 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-2987 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-2988 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-2989 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-2990 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-2991 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-2992 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-2993 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-2994 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-2995 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-192-2996 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-2997 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-2998 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-2999 Sub-61 3,4-diClPh CO Single bond cr CH.sub.2 Sub-232-3000 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-3001 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-3002 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-3003 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-3004 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-3005 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-3006 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-3007 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-3008 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-3009 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-3010 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-3011 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-3012 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-3013 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-3014 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-3015 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-3016 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-3017 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-3018 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-3019 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-3020 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-3021 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-3022 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-3023 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-3024 Sub-61 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-3025 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-12-3026 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-22-3027 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-32-3028 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-42-3029 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-52-3030 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-62-3031 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-72-3032 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-82-3033 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-92-3034 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-102-3035 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-112-3036 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-122-3037 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-132-3038 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-142-3039 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-152-3040 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-162-3041 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-172-3042 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-182-3043 Sub-60 3,4-diClPh CO Single bond or CH Sub-192-3044 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-202-3045 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-212-3046 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-222-3047 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-232-3048 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-242-3049 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-252-3050 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-262-3051 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-272-3052 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-282-3053 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-292-3054 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-302-3055 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-312-3056 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-322-3057 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-652-3058 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-662-3059 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-672-3060 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-682-3061 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-692-3062 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-702-3063 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-712-3064 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-722-3065 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-732-3066 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-742-3067 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-752-3068 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-762-3069 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-772-3070 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-782-3071 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-792-3072 Sub-60 3,4-diClPh CO Single bond or CH.sub.2 Sub-802-3073 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-12-3074 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-22-3075 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-32-3076 Sub-33 3,4-diClPh SO.sub.2 Singte bond Sub-42-3077 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-52-3078 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-62-3079 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-72-3080 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-82-3081 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-92-3082 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-102-3083 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-112-3084 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-122-3085 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-132-3086 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-142-3087 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-152-3088 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-162-3089 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-172-3090 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-182-3091 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-192-3092 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-202-3093 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-212-3094 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-222-3095 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-232-3096 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-242-3097 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-252-3098 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-262-3099 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-272-3100 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-282-3101 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-292-3102 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-302-3103 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-312-3104 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-322-3105 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-652-3106 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-662-3107 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-672-3108 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-682-3109 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-692-3110 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-702-3111 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-712-3112 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-722-3113 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-732-3114 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-742-3115 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-752-3116 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-762-3117 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-772-3118 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-782-3119 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-792-3120 Sub-33 3,4-diClPh SO.sub.2 Single bond Sub-802-3121 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-12-3122 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-22-3123 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-32-3124 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-42-3125 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-52-3126 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-62-3127 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-72-3128 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-82-3129 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-92-3130 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-102-3131 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-112-3132 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-122-3133 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-132-3134 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-142-3135 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-152-3136 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-162-3137 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-172-3138 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-182-3139 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-192-3140 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-202-3141 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-212-3142 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-222-3143 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-232-3144 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-242-3145 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-252-3146 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-262-3147 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-272-3148 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-282-3149 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-292-3150 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-302-3151 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-312-3152 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-322-3153 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-652-3154 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-662-3155 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-672-3156 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-682-3157 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-692-3158 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-702-3159 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-712-3160 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-722-3161 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-732-3162 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-742-3163 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-752-3164 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-762-3165 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-772-3166 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-782-3167 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-792-3168 Sub-34 3,4-diClPh SO.sub.2 Single bond Sub-802-3169 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-12-3170 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-22-3171 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-32-3172 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-42-3173 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-52-3174 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-62-3175 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-72-3176 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-82-3177 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-92-3178 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-102-3179 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-112-3180 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-122-3181 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-132-3182 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-142-3183 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-152-3184 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-162-3185 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-172-3186 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-182-3187 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-192-3188 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-202-3189 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-212-3190 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-222-3191 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-232-3192 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-242-3193 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-252-3194 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-262-3195 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-272-3196 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-282-3197 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-292-3198 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-302-3199 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-312-3200 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-322-3201 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-652-3202 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-662-3203 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-672-3204 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-682-3205 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-692-3206 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-702-3207 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-712-3208 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-722-3209 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-732-3210 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-742-3211 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-752-3212 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-762-3213 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-772-3214 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-782-3215 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-792-3216 Sub-35 3,4-diClPh SO.sub.2 Single bond Sub-802-3217 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-12-3218 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-22-3219 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-32-3220 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-42-3221 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-52-3222 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-62-3223 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-72-3224 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-82-3225 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-92-3226 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-102-3227 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-112-3228 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-122-3229 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-132-3230 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-142-3231 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-152-3232 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-162-3233 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-172-3234 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-182-3235 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-192-3236 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-202-3237 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-212-3238 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-222-3239 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-232-3240 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-242-3241 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-252-3242 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-262-3243 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-272-3244 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-282-3245 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-292-3246 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-302-3247 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-312-3248 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-322-3249 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-652-3250 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-662-3251 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-672-3252 Sub-36 3,4-diClPh SO.sub.20 Single bond Sub-682-3253 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-692-3254 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-702-3255 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-712-3256 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-722-3257 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-732-3258 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-742-3259 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-752-3260 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-762-3261 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-772-3262 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-782-3263 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-792-3264 Sub-36 3,4-diClPh SO.sub.2 Single bond Sub-802-3265 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-12-3266 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-22-3267 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-32-3268 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-42-3269 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-52-3270 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-62-3271 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-72-3272 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-82-3273 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-92-3274 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-102-3275 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-112-3276 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-122-3277 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-132-3278 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-142-3279 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-152-3280 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-162-3281 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-172-3282 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-182-3283 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-192-3284 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-202-3285 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-212-3286 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-222-3287 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-232-3288 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-242-3289 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-252-3290 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-262-3291 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-272-3292 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-282-3293 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-292-3294 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-302-3295 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-312-3296 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-322-3297 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-652-3298 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-662-3299 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-672-3300 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-682-3301 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-692-3302 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-702-3303 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-712-3304 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-722-3305 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-732-3306 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-742-3307 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-752-3308 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-762-3309 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-772-3310 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-782-3311 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-792-3312 Sub-37 3,4-diClPh SO.sub.2 Single bond Sub-802-3313 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-12-3314 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-22-3315 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-32-3316 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-42-3317 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-52-3318 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-62-3319 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-72-3320 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-82-3321 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-92-3322 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-1O2-3323 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-112-3324 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-122-3325 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-132-3326 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-142-3327 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-152-3328 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-162-3329 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-172-3330 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-182-3331 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-192-3332 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-202-3333 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-212-3334 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-222-3335 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-232-3336 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-242-3337 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-252-3338 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-262-3339 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-272-3340 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-282-3341 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-292-3342 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-302-3343 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-312-3344 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-322-3345 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-652-3346 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-662-3347 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-672-3348 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-682-3349 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-692-3350 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-702-3351 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-712-3352 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-722-3353 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-732-3354 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-742-3355 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-752-3356 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-762-3357 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-772-3358 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-782-3359 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-792-3360 Sub-38 3,4-diClPh SO.sub.2 Single bond Sub-802-3361 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-12-3362 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-22-3363 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-32-3364 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-42-3365 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-52-3366 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-62-3367 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-72-3368 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-82-3369 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-92-3370 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-102-3371 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-112-3372 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-122-3373 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-132-3374 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-142-3375 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-152-3376 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-162-3377 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-172-3378 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-182-3379 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-192-3380 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-202-3381 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-212-3382 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-222-3383 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-232-3384 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-242-3385 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-252-3386 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-262-3387 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-272-3388 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-282-3389 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-292-3390 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-302-3391 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-312-3392 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-322-3393 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-652-3394 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-662-3395 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-672-3396 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-682-3397 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-692-3398 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-702-3399 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-712-3400 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-722-3401 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-732-3402 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-742-3403 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-752-3404 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-762-3405 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-772-3406 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-782-3407 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-792-3408 Sub-39 3,4-diClPh SO.sub.2 Single bond Sub-802-3409 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-12-3410 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-22-3411 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-32-3412 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-42-3413 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-52-3414 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-62-3415 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-72-3416 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-82-3417 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-92-3418 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-102-3419 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-112-3420 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-122-3421 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-132-3422 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-142-3423 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-152-3424 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-162-3425 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-172-3426 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-182-3427 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-192-3428 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-202-3429 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-212-3430 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-222-3431 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-232-3432 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-242-3433 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-252-3434 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-262-3435 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-272-3436 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-282-3437 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-292-3438 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-302-3439 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-312-3440 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-322-3441 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-652-3442 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-662-3443 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-672-3444 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-682-3445 Sub-40 3,4-diCiPh SO.sub.2 Single bond Sub-692-3446 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-702-3447 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-712-3448 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-722-3449 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-732-3450 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-742-3451 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-752-3452 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-762-3453 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-772-3454 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-782-3455 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-792-3456 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-802-3457 Sub-40 3,4-diClPh SO.sub.2 Single bond Sub-12-3458 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-22-3459 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-32-3460 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-42-3461 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-52-3462 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-62-3463 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-72-3464 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-82-3465 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-92-3466 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-102-3467 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-112-3468 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-122-3469 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-132-3470 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-142-3471 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-152-3472 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-162-3473 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-172-3474 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-182-3475 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-192-3476 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-202-3477 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-212-3478 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-222-3479 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-232-3480 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-242-3481 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-252-3482 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-262-3483 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-272-3484 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-282-3485 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-292-3486 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-302-3487 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-312-3488 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-322-3489 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-652-3490 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-662-3491 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-672-3492 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-682-3493 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-692-3494 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-702-3495 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-712-3496 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-722-3497 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-732-3498 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-742-3499 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-752-3500 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-762-3501 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-772-3502 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-782-3503 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-792-3504 Sub-41 3,4-diClPh SO.sub.2 Single bond Sub-802-3505 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-12-3506 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-22-3507 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-32-3508 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-42-3509 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-52-3510 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-62-3511 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-72-3512 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-82-3513 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-92-3514 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-102-3515 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-112-3516 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-122-3517 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-132-3518 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-142-3519 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-152-3520 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-162-3521 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-172-3522 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-182-3523 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-192-3524 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-202-3525 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-212-3526 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-222-3527 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-232-3528 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-242-3529 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-252-3530 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-262-3531 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-272-3532 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-282-3533 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-292-3534 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-302-3535 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-312-3536 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-322-3537 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-652-3538 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-662-3539 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-672-3540 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-682-3541 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-692-3542 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-702-3543 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-712-3544 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-722-3545 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-732-3546 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-742-3547 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-752-3548 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-762-3549 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-772-3550 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-782-3551 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-792-3552 Sub-42 3,4-diClPh SO.sub.2 Single bond Sub-802-3553 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-12-3554 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-22-3555 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-32-3556 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-42-3557 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-52-3558 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-62-3559 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-72-3560 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-82-3561 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-92-3562 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-102-3563 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-112-3564 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-122-3565 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-132-3566 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-142-3567 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-152-3568 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-162-3569 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-172-3570 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-182-3571 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-192-3572 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-202-3573 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-212-3574 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-222-3575 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-232-3576 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-242-3577 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-252-3578 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-262-3579 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-272-3580 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-282-3581 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-292-3582 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-302-3583 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-312-3584 Sub-43 3,4-diClPh SO.sub.2 Single 6ond Sub-322-3585 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-652-3586 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-662-3587 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-672-3588 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-682-3589 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-692-3590 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-702-3591 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-712-3592 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-722-3593 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-732-3594 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-742-3595 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-752-3596 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-762-3597 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-772-3598 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-782-3599 Sub-43 3,4-diClPh SO.sub.2 Single bond Sub-792-3600 Sub-43 3,4-diClPh SO.sub.2 Single bon4 Sub-802-3601 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-12-3602 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-22-3603 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-32-3604 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-42-3605 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-52-3606 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-62-3607 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-72-3608 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-82-3609 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-92-3610 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-102-3611 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-112-3612 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-122-3613 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-132-3614 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-142-3615 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-152-3616 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-162-3617 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-172-3618 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-182-3619 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-192-3620 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-202-3621 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-212-3622 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-222-3623 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-232-3624 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-242-3625 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-252-3626 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-262-3627 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-272-3628 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-282-3629 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-292-3630 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-302-3631 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-312-3632 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-322-3633 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-652-3634 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-662-3635 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-672-3636 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-682-3637 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-692-3638 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-702-3639 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-712-3640 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-722-3641 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-732-3642 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-742-3643 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-752-3644 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-762-3645 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-772-3646 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-782-3647 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-792-3648 Sub-44 3,4-diClPh SO.sub.2 Single bond Sub-802-3649 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-12-3650 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-22-3651 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-32-3652 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-42-3653 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-52-3654 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-62-3655 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-72-3656 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-82-3657 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-92-3658 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-102-3659 Sub-45 3,4-diClPh SO.sub.2 Single b3nd Sub-112-3660 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-122-3661 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-132-3662 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-142-3663 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-152-3664 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-162-3665 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-172-3666 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-182-3667 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-192-3668 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-202-3669 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-212-3670 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-222-3671 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-232-3672 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-242-3673 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-252-3674 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-262-3675 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-272-3676 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-282-3677 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-292-3678 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-302-3679 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-312-3680 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-322-3681 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-652-3682 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-662-3683 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-672-3684 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-682-3685 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-692-3686 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-702-3687 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-712-3688 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-722-3689 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-732-3690 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-742-3691 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-752-3692 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-762-3693 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-772-3694 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-782-3695 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-792-3696 Sub-45 3,4-diClPh SO.sub.2 Single bond Sub-802-3697 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-12-3698 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-22-3699 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-32-3700 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-42-3701 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-52-3702 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-62-3703 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-72-3704 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-82-3705 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-92-3706 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-102-3707 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-112-3708 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-122-3709 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-132-3710 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-142-3711 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-152-3712 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-162-3713 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-172-3714 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-182-3715 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-192-3716 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-202-3717 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-212-3718 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-222-3719 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-232-3720 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-242-3721 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-252-3722 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-262-3723 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-272-3724 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-282-3725 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-292-3726 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-302-3727 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-312-3728 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-322-3729 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-652-3730 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-662-3731 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-672-3732 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-682-3733 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-692-3734 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-702-3735 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-712-3736 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-722-3737 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-732-3738 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-742-3739 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-752-3740 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-762-3741 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-772-3742 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-782-3743 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-792-3744 Sub-46 3,4-diClPh SO.sub.2 Single bond Sub-802-3745 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-12-3746 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-22-3747 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-32-3748 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-42-3749 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-52-3750 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-62-3751 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-72-3752 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-82-3753 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-92-3754 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-102-3755 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-112-3756 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-122-3757 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-132-3758 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-142-3759 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-152-3760 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-162-3761 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-172-3762 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-182-3763 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-192-3764 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-202-3765 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-212-3766 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-222-3767 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-232-3768 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-242-3769 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-252-3770 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-262-3771 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-272-3772 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-282-3773 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-292-3774 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-302-3775 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-312-3776 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-322-3777 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-652-3778 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-662-3779 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-672-3780 Sub-47 3,4-diClPh SO.sub.2 Single bond Suh-682-3781 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-692-3782 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-702-3783 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-712-3784 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-722-3785 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-732-3786 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-742-3787 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-752-3788 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-762-3789 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-772-3790 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-782-3791 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-792-3792 Sub-47 3,4-diClPh SO.sub.2 Single bond Sub-802-3793 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-12-3794 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-22-3795 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-32-3796 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-42-3797 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-52-3798 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-62-3799 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-72-3800 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-82-3801 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-92-3802 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-102-3803 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-112-3804 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-122-3805 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-132-3806 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-142-3807 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-152-3808 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-162-3809 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-172-3810 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-182-3811 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-192-3812 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-202-3813 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-212-3814 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-222-3815 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-232-3816 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-242-3817 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-252-3818 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-262-3819 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-272-3820 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-282-3821 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-292-3822 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-302-3823 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-312-3824 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-322-3825 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-652-3826 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-662-3827 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-672-3828 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-682-3829 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-692-3830 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-702-3831 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-712-3832 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-722-3833 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-732-3834 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-742-3835 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-752-3836 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-762-3837 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-772-3838 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-782-3839 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-792-3840 Sub-81 3,4-diClPh SO.sub.2 Single bond Sub-802-3841 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-12-3842 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-22-3843 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-32-3844 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-42-3845 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-52-3846 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-62-3847 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-72-3848 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-82-3849 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-92-3850 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-102-3851 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-112-3852 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-122-3853 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-132-3854 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-142-3855 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-152-3856 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-162-3857 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-172-3858 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-182-3859 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-192-3860 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-202-3861 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-212-3862 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-222-3863 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-232-3864 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-242-3865 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-252-3866 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-262-3867 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-272-3868 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-282-3869 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-292-3870 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-302-3871 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-312-3872 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-322-3873 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-652-3874 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-662-3875 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-672-3876 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-682-3877 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-692-3878 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-702-3879 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-712-3880 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-722-3881 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-732-3882 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-742-3883 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-752-3884 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-762-3885 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-772-3886 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-782-3887 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-792-3888 Sub-48 3,4-diClPh SO.sub.2 Single bond Sub-802-3889 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-12-3890 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-22-3891 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-32-3892 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-42-3893 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-52-3894 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-62-3895 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-72-3896 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-82-3897 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-92-3898 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-102-3899 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-112-3900 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-122-3901 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-132-3902 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-142-3903 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-152-3904 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-162-3905 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-172-3906 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-182-3907 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-192-3908 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-202-3909 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-212-3910 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-222-3911 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-232-3912 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-242-3913 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-252-3914 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-262-3915 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-272-3916 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-282-3917 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-292-3918 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-302-3919 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-312-3920 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-322-3921 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-652-3922 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-662-3923 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-672-3924 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-682-3925 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-692-3926 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-702-3927 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-712-3928 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-722-3929 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-732-3930 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-742-3931 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-752-3932 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-762-3933 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-772-3934 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-782-3935 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-792-3936 Sub-49 3,4-diClPh SO.sub.2 Single bond Sub-802-3937 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-12-3938 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-22-3939 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-32-3940 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-42-3941 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-52-3942 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-62-3943 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-72-3944 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-82-3945 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-92-3946 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-102-3947 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-112-3948 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-122-3949 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-132-3950 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-142-3951 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-152-3952 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-162-3953 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-172-3954 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-182-3955 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-192-3956 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-202-3957 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-212-3958 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-222-3959 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-232-3960 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-242-3961 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-252-3962 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-262-3963 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-272-3964 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-282-3965 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-292-3966 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-302-3967 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-312-3968 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-322-3969 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-652-3970 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-662-3971 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-672-3972 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-682-3973 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-692-3974 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-702-3975 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-712-3976 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-722-3977 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-732-3978 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-742-3979 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-752-3980 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-762-3981 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-772-3982 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-782-3983 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-792-3984 Sub-50 3,4-diClPh SO.sub.2 Single bond Sub-802-3985 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-12-3986 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-22-3987 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-32-3988 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-42-3989 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-52-3990 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-62-3991 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-72-3992 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-82-3993 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-92-3994 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-102-3995 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-112-3996 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-122-3997 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-132-3998 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-142-3999 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-152-4000 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-162-4001 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-172-4002 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-182-4003 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-192-4004 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-202-4005 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-212-4006 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-222-4007 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-232-4008 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-242-4009 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-252-4010 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-262-4011 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-272-4012 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-282-4013 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-292-4014 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-302-4015 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-312-4016 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-322-4017 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-652-4018 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-662-4019 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-672-4020 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-682-4021 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-692-4022 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-702-4023 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-712-4024 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-722-4025 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-732-4026 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-742-4027 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-752-4028 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-762-4029 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-772-4030 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-782-4031 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-792-4032 Sub-51 3,4-diClPh SO.sub.2 Single bond Sub-802-4033 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-12-4034 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-22-4035 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-32-4036 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-42-4037 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-52-4038 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-62-4039 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-72-4040 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-82-4041 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-92-4042 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-102-4043 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-112-4044 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-122-4045 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-132-4046 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-142-4047 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-152-4048 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-162-4049 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-172-4050 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-182-4051 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-192-4052 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-202-4053 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-212-4054 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-222-4055 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-232-4056 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-242-4057 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-252-4058 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-262-4059 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-272-4060 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-282-4061 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-292-4062 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-302-4063 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-312-4064 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-322-4065 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-652-4066 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-662-4067 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-672-4068 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-682-4069 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-692-4070 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-702-4071 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-712-4072 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-722-4073 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-732-4074 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-742-4075 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-752-4076 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-762-4077 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-772-4078 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-782-4079 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-792-4080 Sub-52 3,4-diClPh SO.sub.2 Single bond Sub-802-4081 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-12-4082 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-22-4083 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-32-4084 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-42-4085 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-52-4086 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-62-4087 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-72-4088 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-82-4089 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-92-4090 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-102-4091 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-112-4092 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-122-4093 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-132-4094 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-142-4095 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-152-4096 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-162-4097 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-172-4098 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-182-4099 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-192-4100 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-202-4101 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-212-4102 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-222-4103 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-232-4104 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-242-4105 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-252-4106 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-262-4107 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-272-4108 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-282-4109 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-292-4110 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-302-4111 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-312-4112 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-322-4113 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-652-4114 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-662-4115 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-672-4116 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-682-4117 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-692-4118 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-702-4119 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-712-4120 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-722-4121 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-732-4122 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-742-4123 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-752-4124 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-762-4125 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-772-4126 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-782-4127 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-792-4128 Sub-53 3,4-diClPh SO.sub.2 Single bond Sub-802-4129 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-12-4130 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-22-4131 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-32-4132 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-42-4133 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-52-4134 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-62-4135 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-72-4136 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-82-4137 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-92-4138 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-102-4139 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-112-4140 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-122-4141 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-132-4142 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-142-4143 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-152-4144 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-162-4145 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-172-4146 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-182-4147 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-192-4148 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-202-4149 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-212-4150 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-222-4151 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-232-4152 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-242-4153 Sdb-54 3,4-diClPh SO.sub.2 Single bond Sub-252-4154 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-262-4155 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-272-4156 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-282-4157 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-292-4158 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-302-4159 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-312-4160 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-322-4161 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-652-4162 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-662-4163 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-672-4164 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-682-4165 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-692-4166 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-702-4167 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-712-4168 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-722-4169 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-732-4170 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-742-4171 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-752-4172 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-762-4173 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-772-4174 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-782-4175 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-792-4176 Sub-54 3,4-diClPh SO.sub.2 Single bond Sub-802-4177 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-l2-4178 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-22-4179 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-32-4180 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-42-4181 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-52-4182 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-62-4183 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-72-4184 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-82-4185 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-92-4186 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-102-4187 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-112-4188 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-122-4189 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-132-4190 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-142-4191 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-152-4192 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-162-4193 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-172-4194 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-182-4195 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-192-4196 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-202-4197 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-212-4198 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-222-4199 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-232-4200 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-242-4201 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-252-4202 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-262-4203 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-272-4204 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-282-4205 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-292-4206 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-302-4207 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-312-4208 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-322-4209 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-652-4210 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-662-4211 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-672-4212 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-682-4213 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-692-4214 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-702-4215 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-712-4216 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-722-4217 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-732-4218 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-742-4219 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-752-4220 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-762-4221 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-772-4222 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-782-4223 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-792-4224 Sub-55 3,4-diClPh SO.sub.2 Single bond Sub-802-4225 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-12-4226 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-22-4227 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-32-4228 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-42-4229 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-52-4230 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-62-4231 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-72-4232 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-32-4233 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-92-4234 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-102-4235 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-112-4236 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-122-4237 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-132-4238 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-142-4239 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-152-4240 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-162-4241 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-172-4242 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-182-4243 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-192-4244 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-202-4245 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-212-4246 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-222-4247 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-232-4248 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-242-4249 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-252-4250 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-262-4251 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-272-4252 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-282-4253 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-292-4254 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-302-4255 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-312-4256 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-322-4257 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-652-4258 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-662-4259 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-672-4260 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-682-4261 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-692-4262 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-702-4263 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-712-4264 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-722-4265 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-732-4266 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-742-4267 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-752-4268 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-762-4269 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-772-4270 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-782-4271 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-792-4272 Sub-56 3,4-diClPh SO.sub.2 Single bond Sub-802-4273 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-12-4274 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-22-4275 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-32-4276 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-42-4277 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-52-4278 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-62-4279 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-72-4280 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-82-4281 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-92-4282 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-102-4283 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-112-4284 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-122-4285 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-132-4286 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-142-4287 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-152-4288 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-162-4289 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-172-4290 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-182-4291 Sub-57 3,4-diCiPh SO.sub.2 Single bond Sub-192-4292 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-202-4293 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-212-4294 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-222-4295 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-232-4296 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-242-4297 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-252-4298 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-262-4299 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-272-4300 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-282-4301 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-292-4302 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-302-4303 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-312-4304 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-322-4305 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-652-4306 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-662-4307 Sub-57 3,4-diCtPh SO.sub.2 Single bond Sub-672-4308 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-682-4309 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-692-4310 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-702-4311 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-712-4312 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-722-4313 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-732-4314 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-742-4315 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-752-4316 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-762-4317 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-772-4318 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-782-4319 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-792-4320 Sub-57 3,4-diClPh SO.sub.2 Single bond Sub-802-4321 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-12-4322 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-22-4323 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-32-4324 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-42-4325 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-52-4326 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-62-4327 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-72-4328 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-82-4329 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-92-4330 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-102-4331 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-112-4332 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-122-4333 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-132-4334 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-142-4335 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-152-4336 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-162-4337 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-172-4338 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-182-4339 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-192-4340 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-202-4341 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-212-4342 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-222-4343 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-232-4344 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-242-4345 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-252-4346 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-262-4347 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-272-4348 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-282-4349 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-292-4350 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-302-4351 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-312-4352 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-322-4353 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-652-4354 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-662-4355 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-672-4356 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-682-4357 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-692-4358 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-702-4359 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-712-4360 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-722-4361 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-732-4362 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-742-4363 Sub-58 3,4-diClPh SO.sub.2 Singte bond Sub-752-4364 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-762-4365 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-772-4366 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-782-4367 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-792-4368 Sub-58 3,4-diClPh SO.sub.2 Single bond Sub-802-4369 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-12-4370 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-22-4371 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-32-4372 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-42-4373 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-52-4374 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-62-4375 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-72-4376 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-82-4377 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-92-4378 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-102-4379 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-112-4380 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-122-4381 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-132-4382 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-142-4383 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-152-4384 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-162-4385 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-172-4386 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-182-4387 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-192-4388 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-202-4389 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-212-4390 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-222-4391 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-232-4392 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-242-4393 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-252-4394 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-262-4395 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-272-4396 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-282-4397 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-292-4398 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-302-4399 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-312-4400 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-322-4401 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-652-4402 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-662-4403 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-672-4404 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-682-4405 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-692-4406 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-702-4407 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-712-4408 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-722-4409 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-732-4410 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-742-4411 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-752-4412 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-762-4413 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-772-4414 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-782-4415 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-792-4416 Sub-59 3,4-diClPh SO.sub.2 Single bond Sub-802-4417 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-12-4418 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-22-4419 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-32-4420 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-42-4421 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-52-4422 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-62-4423 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-72-4424 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-82-4425 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-92-4426 Sub-82 3.4-diClPh SO.sub.2 Single bond Sub-102-4427 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-112-4428 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-122-4429 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-132-4430 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-142-4431 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-152-4432 Sub-82 3.4-diClPh SO.sub.2 Single bond Sub-162-4433 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-172-4434 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-182-4435 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-192-4436 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-202-4437 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-212-4438 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-222-4439 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-232-4440 Sub-82 3,4-diCiPh SO.sub.2 Single bond Sub-242-4441 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-252-4442 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-262-4443 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-272-4444 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-282-4445 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-292-4446 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-302-4447 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-312-4448 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-322-4449 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-652-4450 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-662-4451 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-672-4452 Sub-82 3,4-diCiPh SO.sub.2 Single bond Sub-682-4453 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-692-4454 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-702-4455 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-712-4456 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-722-4457 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-732-4458 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-742-4459 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-752-4460 Sub-82 3,4-diClPh SO.sub.2 Singte bond Sub-762-4461 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-772-4462 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-782-4463 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-792-4464 Sub-82 3,4-diClPh SO.sub.2 Single bond Sub-802-4465 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-12-4466 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-22-4467 Sub-83 3,4-diCiPh SO.sub.2 Single bond Sub-32-4468 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-42-4469 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-52-4470 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-62-4471 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-72-4472 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-82-4473 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-92-4474 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-102-4475 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-112-4476 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-122-4477 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-132-4478 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-142-4479 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-152-4480 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-162-4481 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-172-4482 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-182-4483 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-192-4484 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-202-4485 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-212-4486 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-222-4487 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-232-4488 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-242-4489 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-252-4490 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-262-4491 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-272-4492 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-282-4493 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-292-4494 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-302-4495 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-312-4496 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-322-4497 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-652-4498 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-662-4499 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-672-4500 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-682-4501 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-692-4502 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-702-4503 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-712-4504 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-722-4505 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-732-4506 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-742-4507 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-752-4508 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-762-4509 Sub-83 3,4-diClPh SO.sub.2 Singte bond Sub-772-4510 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-782-4511 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-792-4512 Sub-83 3,4-diClPh SO.sub.2 Single bond Sub-802-4513 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-12-4514 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-22-4515 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-32-4516 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-42-4517 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-52-4518 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-62-4519 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-72-4520 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-82-4521 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-92-4522 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-102-4523 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-112-4524 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-122-4525 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-132-4526 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-142-4527 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-152-4528 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-162-4529 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-172-4530 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-182-4531 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-192-4532 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-202-4533 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-212-4534 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-222-4535 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-232-4536 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-242-4537 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-252-4538 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-262-4539 Suh-61 3,4-diClPh SO.sub.2 Single bond Sub-272-4540 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-282-4541 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-292-4542 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-302-4543 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-312-4544 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-322-4545 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-652-4546 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-662-4547 Sub-61 3,4-diClPh SO.sub.2 Single bdnd Sub-672-4548 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-682-4549 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-692-4550 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-702-4551 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-712-4552 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-722-4553 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-732-4554 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-742-4555 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-752-4556 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-762-4557 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-772-4558 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-782-4559 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-792-4560 Sub-61 3,4-diClPh SO.sub.2 Single bond Sub-802-4561 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-12-4562 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-22-4563 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-32-4564 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-42-4565 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-52-4566 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-62-4567 Sub-60 3,4-diCiPh SO.sub.2 Single bond Sub-72-4568 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-82-4569 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-92-4570 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-102-4571 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-112-4572 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-122-4573 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-132-4574 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-142-4575 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-152-4576 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-162-4577 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-172-4578 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-182-4579 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-192-4580 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-202-4581 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-212-4582 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-222-4583 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-232-4584 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-242-4585 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-252-4586 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-262-4587 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-272-4588 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-282-4589 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-292-4590 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-302-4591 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-312-4592 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-322-4593 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-652-4594 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-662-4595 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-672-4596 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-682-4597 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-692-4598 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-702-4599 Sub-60 3,4-diCiPh SO.sub.2 Single bond Sub-712-4600 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-722-4601 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-732-4602 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-742-4603 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-752-4604 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-762-4605 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-772-4606 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-782-4607 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-792-4608 Sub-60 3,4-diClPh SO.sub.2 Single bond Sub-80______________________________________
TABLE 3______________________________________Cpd.No. R.sup.1 R.sup.2 A B E______________________________________3-1 Sub-33 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-2 Sub-34 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-3 Sub-35 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-4 Sub-36 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-5 Sub-37 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-6 Sub-38 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-7 Sub-39 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-8 Sub-40 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-9 Sub-41 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-10 Sub-42 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-11 Sub-84 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-12 Sub-43 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-13 Sub-44 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-14 Sub-45 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-15 Sub-46 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-16 Sub-47 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-17 Sub-81 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-18 Sub-48 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-19 Sub-49 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-20 Sub-50 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-21 Sub-51 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-22 Sub-52 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-23 Sub-53 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-24 Sub-54 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-25 Sub-56 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-26 Sub-57 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-27 Sub-58 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-28 Sub-59 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-29 Sub-82 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-30 Sub-83 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-31 Sub-61 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-32 Sub-55 3,4-diClPh --CO-- Single --CH.sub.2 -- Bond3-33 Sub-33 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-34 Sub-34 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-35 Sub-35 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-36 Sub-36 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-37 Sub-37 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-38 Sub-38 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-39 Sub-39 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-40 Sub-40 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-41 Sub-41 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-42 Sub-42 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-43 Sub-84 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-44 Sub-43 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-45 Sub-44 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-46 Sub-45 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-47 Sub-46 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-48 Sub-47 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-49 Sub-81 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-50 Sub-48 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-51 Sub-49 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-52 Sub-50 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-53 Sub-51 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-54 Sub-52 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-55 Sub-53 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-56 Sub-54 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-57 Sub-56 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-58 Sub-57 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-59 Sub-58 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-60 Sub-59 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-61 Sub-82 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-62 Sub-83 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-63 Sub-61 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-64 Sub-55 3,4-diClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-65 Sub-33 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-66 Sub-34 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-67 Sub-35 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-68 Sub-36 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-69 Sub-37 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-70 Sub-38 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-71 Sub-39 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-72 Sub-40 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-73 Sub-41 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-74 Sub-42 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-75 Sub-84 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-76 Sub-43 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-77 Sub-44 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-78 Sub-45 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-79 Sub-46 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-80 Sub-47 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-81 Sub-81 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-82 Sub-48 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-83 Sub-49 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-84 Sub-50 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-85 Sub-51 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-86 Sub-52 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-87 Sub-53 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-88 Sub-54 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-89 Sub-56 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-90 Sub-57 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-91 Sub-58 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-92 Sub-59 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-93 Sub-82 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-94 Sub-83 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-95 Sub-61 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-96 Sub-55 3,4-diClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-97 Sub-33 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-98 Sub-34 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-99 Sub-35 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-100 Sub-36 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-101 Sub-37 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-102 Sub-38 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-103 Sub-39 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-104 Sub-40 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-105 Sub-41 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-106 Sub-42 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-107 Sub-84 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-108 Sub-43 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-109 Sub-44 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-110 Sub-45 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-111 Sub-46 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-112 Sub-47 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-113 Sub-81 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 Bond3-114 Sub-48 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-115 Sub-49 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-116 Sub-50 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-117 Sub-51 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-118 Sub-52 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-119 Sub-53 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-120 Sub-54 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-121 Sub-56 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-122 Sub-57 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-123 Sub-58 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-124 Sub-59 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-125 Sub-82 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-126 Sub-83 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-127 Sub-61 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-128 Sub-55 3,4-diClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-129 Sub-33 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-130 Sub-34 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-131 Sub-35 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-132 Sub-36 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-133 Sub-37 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-134 Sub-38 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-135 Sub-39 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-136 Sub-40 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-137 Sub-41 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-138 Sub-42 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-139 Sub-84 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-140 Sub-43 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-141 Sub-44 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-142 Sub-45 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-143 Sub-46 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-144 Sub-47 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-145 Sub-81 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-146 Sub-48 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-147 Sub-49 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-148 Sub-50 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-149 Sub-51 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-150 Sub-52 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-151 Sub-53 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-152 Sub-54 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-153 Sub-56 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-154 Sub-57 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-155 Sub-58 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-156 Sub-59 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-157 Sub-82 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-158 Sub-83 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-159 Sub-61 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-160 Sub-55 3,4-diClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-161 Sub-33 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-162 Sub-34 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-163 Sub-35 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-164 Sub-36 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-165 Sub-37 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-166 Sub-38 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-167 Sub-39 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-168 Sub-40 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-169 Sub-41 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-170 Sub-42 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-171 Sub-84 3,4-diClPh --CO-- Single --CH.sub.2 --c Bu-- Bond3-172 Sub-43 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-173 Sub-44 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-174 Sub-45 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-175 Sub-46 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-176 Sub-47 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-177 Sub-81 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-178 Sub-48 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-179 Sub-49 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-180 Sub-50 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-181 Sub-51 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-182 Sub-52 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-183 Sub-53 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-184 Sub-54 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-185 Sub-56 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-186 Sub-57 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-187 Sub-58 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-188 Sub-59 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-189 Sub-82 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-190 Sub-83 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-191 Sub-61 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-192 Sub-55 3,4-diClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-193 Sub-33 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-194 Sub-34 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-195 Sub-35 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-196 Sub-36 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-197 Sub-37 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-198 Sub-38 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-199 Sub-39 3,4-iClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-200 Sub-40 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-201 Sub-41 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-202 Sub-42 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-203 Sub-84 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-204 Sub-43 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-205 Sub-44 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-206 Sub-45 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-207 Sub-46 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-208 Sub-47 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-209 Sub-81 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-210 Sub-48 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-211 Sub-49 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-212 Sub-50 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-213 Sub-51 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-214 Sub-52 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-215 Sub-53 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-216 Sub-54 3.4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-217 Sub-56 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-218 Sub-57 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-219 Sub-58 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-220 Sub-59 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-221 Sub-82 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-222 Sub-83 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-223 Sub-61 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-224 Sub-55 3,4-diClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-225 Sub-33 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-226 Sub-34 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-227 Sub-35 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-228 Sub-36 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-229 Sub-37 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-230 Sub-38 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-231 Sub-39 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-232 Sub-40 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-233 Sub-41 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-234 Sub-42 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-235 Sub-84 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-236 Sub-43 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-237 Sub-44 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-238 Sub-45 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-239 Sub-46 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-240 Sub-47 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-241 Sub-81 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-242 Sub-48 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-243 Sub-49 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-244 Sub-50 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-245 Sub-51 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-246 Sub-52 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-247 Sub-53 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-248 Sub-54 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-249 Sub-56 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-250 Sub-57 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-251 Sub-58 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-252 Sub-59 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-253 Sub-82 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-254 Sub-83 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-255 Sub-61 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-256 Sub-55 3,4-diClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-257 Sub-33 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-258 Sub-34 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-259 Sub-35 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-260 Sub-36 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-261 Sub-37 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-262 Sub-38 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-263 Sub-39 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-264 Sub-40 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-265 Sub-41 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-266 Sub-42 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-267 Sub-84 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-268 Sub-43 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-269 Sub-44 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-270 Sub-45 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-271 Sub-46 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-272 Sub-47 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-273 Sub-81 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-274 Sub-48 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-275 Sub-49 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-276 Sub-50 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-277 Sub-51 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-278 Sub-52 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-279 Sub-53 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-280 Sub-54 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-281 Sub-56 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-282 Sub-57 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-283 Sub-58 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-284 Sub-59 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-285 Sub-82 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-286 Sub-83 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-287 Sub-61 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-288 Sub-55 4-ClPh --CO-- Single --CH.sub.2 -- Bond3-289 Sub-33 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-290 Sub-34 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-291 Sub-35 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-292 Sub-36 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-293 Sub-37 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-294 Sub-38 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-295 Sub-39 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-296 Sub-40 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-297 Sub-41 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-298 Sub-42 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-299 Sub-84 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-300 Sub-43 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-301 Sub-44 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-302 Sub-45 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-303 Sub-46 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-304 Sub-47 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-305 Sub-81 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-306 Sub-48 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-307 Sub-49 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-308 Sub-50 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-309 Sub-51 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-310 Sub-52 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-311 Sub-53 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-312 Sub-54 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-313 Sub-56 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-314 Sub-57 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-315 Sub-58 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-316 Sub-59 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-317 Sub-82 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-318 Sub-83 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-319 Sub-61 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-320 Sub-55 4-ClPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-321 Sub-33 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-322 Sub-34 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-323 Sub-35 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-324 Sub-36 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-325 Sub-37 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-326 Sub-38 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-327 Sub-39 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-328 Sub-40 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-329 Sub-41 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-330 Sub-42 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-331 Sub-84 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-332 Sub-43 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-333 Sub-44 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-334 Sub-45 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-335 Sub-46 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-336 Sub-47 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-337 Sub-81 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-338 Sub-48 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-339 Sub-49 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-340 Sub-50 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-341 Sub-51 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-342 Sub-52 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-343 Sub-53 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-344 Sub-54 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-345 Sub-56 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-346 Sub-57 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-347 Sub-58 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-348 Sub-59 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-349 Sub-82 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-350 Sub-83 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-351 Sub-61 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-352 Sub-55 4-ClPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-353 Sub-33 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-354 Sub-34 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-355 Sub-35 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-356 Sub-36 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-357 Sub-37 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-358 Sub-38 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-359 Sub-39 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-360 Sub-40 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-361 Sub-41 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-362 Sub-42 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-363 Sub-84 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-364 Sub-43 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-365 Sub-44 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-366 Sub-45 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-367 Sub-46 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-368 Sub-47 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-369 Sub-81 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-370 Sub-48 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-371 Sub-49 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-372 Sub-50 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-373 Sub-51 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-374 Sub-52 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-375 Sub-53 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-376 Sub-54 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-377 Sub-56 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-378 Sub-57 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-379 Sub-58 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-380 Sub-59 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-381 Sub-82 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-382 Sub-83 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-383 Sub-61 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-384 Sub-55 4-ClPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-385 Sub-33 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-386 Sub-34 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-387 Sub-35 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-388 Sub-36 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-389 Sub-37 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-390 Sub-38 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-391 Sub-39 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-392 Sub-40 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-393 Sub-41 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-394 Sub-42 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-395 Sub-84 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-396 Sub-43 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-397 Sub-44 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-398 Sub-45 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-399 Sub-46 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-400 Sub-47 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-401 Sub-81 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-402 Sub-48 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-403 Sub-49 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-404 Sub-50 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-405 Sub-51 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-406 Sub-52 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-407 Sub-53 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-408 Sub-54 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-409 Sub-56 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-410 Sub-57 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-411 Sub-58 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-412 Sub-59 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-413 Sub-82 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-414 Sub-83 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-415 Sub-61 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-416 Sub-55 4-ClPh --CO-- Single --CH.sub.2 --cPr-- Bond3-417 Sub-33 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-418 Sub-34 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-419 Sub-35 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-420 Sub-36 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-421 Sub-37 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-422 Sub-38 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-423 Sub-39 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-424 Sub-40 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-425 Sub-41 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-426 Sub-42 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-427 Sub-84 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-428 Sub-43 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-429 Sub-44 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-430 Sub-45 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-431 Sub-46 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-432 Sub-47 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-433 Sub-81 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-434 Sub-48 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-435 Sub-49 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-436 Sub-50 4-ClPh --CC-- Single --CH.sub.2 --cBu-- Bond3-437 Sub-51 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-438 Sub-52 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-439 Sub-53 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-440 Sub-54 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-441 Sub-56 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-442 Sub-57 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-443 Sub-58 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-444 Sub-59 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-445 Sub-82 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-446 Sub-83 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-447 Sub-61 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-448 Sub-55 4-ClPh --CO-- Single --CH.sub.2 --cBu-- Bond3-449 Sub-33 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-450 Sub-34 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-451 Sub-35 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-452 Sub-36 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-453 Sub-37 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-454 Sub-38 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-455 Sub-39 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-456 Sub-40 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-457 Sub-41 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-458 Sub-42 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-459 Sub-84 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-460 Sub-43 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-461 Sub-44 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-462 Sub-45 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-463 Sub-46 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-464 Sub-47 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-465 Sub-81 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-466 Sub-48 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-467 Sub-49 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-468 Sub-50 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-469 Sub-51 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-470 Sub-52 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-471 Sub-53 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-472 Sub-54 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-473 Sub-56 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-474 Sub-57 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-475 Sub-58 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-476 Sub-59 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-477 Sub-82 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-478 Sub-83 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-479 Sub-61 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-480 Sub-55 4-ClPh --CO-- Single --CH.sub.2 --cPn-- Bond3-481 Sub-33 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-482 Sub-34 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-483 Sub-35 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-484 Sub-36 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-485 Sub-37 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-486 Sub-38 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-487 Sub-39 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-488 Sub-40 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-489 Sub-41 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-490 Sub-42 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-491 Sub-84 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-492 Sub-43 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-493 Sub-44 4-ClPh --CO-- SingleCH.sub.2 --cHx-- Bond3-494 Sub-45 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-495 Sub-46 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-496 Sub-47 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-497 Sub-81 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-498 Sub-48 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-499 Sub-49 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-500 Sub-50 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-501 Sub-51 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-502 Sub-52 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-503 Sub-53 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-504 Sub-54 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-5O5 Sub-56 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-506 Sub-57 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-507 Sub-58 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-5O8 Sub-59 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-509 Sub-82 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-510 Sub-83 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-511 Sub-61 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-512 Sub-55 4-ClPh --CO-- Single --CH.sub.2 --cHx-- Bond3-513 Sub-33 4-FPh --CO-- Single --CH.sub.2 -- Bond3-514 Sub-34 4-FPh --CO-- Single --CH.sub.2 -- Bond3-515 Sub-35 4-FPh --CO-- Single --CH.sub.2 -- Bond3-516 Sub-36 4-FPh --CO-- Single --CH.sub.2 -- Bond3-517 Sub-37 4-FPh --CO-- Single --CH.sub.2 -- Bond3-518 Sub-38 4-FPh --CO-- Single --CH.sub.2 -- Bond3-519 Sub-39 4-FPh --CO-- Single --CH.sub.2 -- Bond3-520 Sub-40 4-FPh --CO-- Single --CH.sub.2 -- Bond3-521 Sub-41 4-FPh --CO-- Single --CH.sub.2 -- Bond3-522 Sub-42 4-FPh --CO-- Single --CH.sub.2 -- Bond3-523 Sub-84 4-FPh --CO-- Single --CH.sub.2 -- Bond3-524 Sub-43 4-FPh --CO-- Single --CH.sub.2 -- Bond3-525 Sub-44 4-FPh --CO-- Single --CH.sub.2 -- Bond3-526 Sub-45 4-FPh --CO-- Single --CH.sub.2 -- Bond3-527 Sub-46 4-FPh --CO-- Single --CH.sub.2 -- Bond3-528 Sub-47 4-FPh --CO-- Single --CH.sub.2 -- Bond3-529 Sub-81 4-FPh --CO-- Single --CH.sub.2 -- Bond3-530 Sub-48 4-FPh --CO-- Single --CH.sub.2 -- Bond3-531 Sub-49 4-FPh --CO-- Single --CH.sub.2 -- Bond3-532 Sub-50 4-FPh --CO-- Single --CH.sub.2 -- Bond3-533 Sub-51 4-FPh --CO-- Single --CH.sub.2 -- Bond3-534 Sub-52 4-FPh --CO-- Single --CH.sub.2 -- Bond3-535 Sub-53 4-FPh --CO-- Single --CH.sub.2 -- Bond3-536 Sub-54 4-FPh --CO-- Single --CH.sub.2 -- Bond3-537 Sub-56 4-FPh --CO-- Single --CH.sub.2 -- Bond3-538 Sub-57 4-FPh --CO-- Single --CH.sub.2 -- Bond3-539 Sub-58 4-FPh --CO-- Single --CH.sub.2 -- Bond3-540 Sub-59 4-FPh --CO-- Single --CH.sub.2 -- Bond3-541 Sub-82 4-FPh --CO-- Single --CH.sub.2 -- Bond3-542 Sub-83 4-FPh --CO-- Single --CH.sub.2 -- Bond3-543 Sub-61 4-FPh --CO-- Single --CH.sub.2 -- Bond3-544 Sub-55 4-FPh --CO-- Single --CH.sub.2 -- Bond3-545 Sub-33 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-546 Sub-34 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-547 Sub-35 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-548 Sub-36 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-549 Sub-37 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-550 Sub-38 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-551 Sub-39 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-552 Sub-40 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-553 Sub-41 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-554 Sub-42 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-555 Sub-84 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-556 Sub-43 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-557 Sub-44 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-558 Sub-45 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-559 Sub-46 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-560 Sub-47 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-561 Sub-81 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-562 Sub-48 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-563 Sub-49 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-564 Sub-50 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-565 Sub-51 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-566 Sub-52 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-567 Sub-53 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-568 Sub-54 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-569 Sub-56 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-570 Sub-57 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-571 Sub-58 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-572 Sub-59 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-573 Sub-82 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-574 Sub-83 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-575 Sub-61 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-576 Sub-55 4-FPh --CO-- Single --CH.sub.2 CH.sub.2 -- Bond3-577 Sub-33 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-578 Sub-34 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-579 Sub-35 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-580 Sub-36 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-581 Sub-37 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-582 Sub-38 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-583 Sub-39 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-584 Sub-40 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-585 Sub-41 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-586 Sub-42 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-587 Sub-84 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-588 Sub-43 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-589 Sub-44 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-590 Sub-45 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-591 Sub-46 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-592 Sub-47 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-593 Sub-81 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-594 Sub-48 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-595 Sub-49 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-596 Sub-50 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-597 Sub-51 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-598 Sub-52 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-599 Sub-53 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-600 Sub-54 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-601 Sub-56 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-602 Sub-57 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-603 Sub-58 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-604 Sub-59 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-605 Sub-82 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-606 Sub-83 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-607 Sub-61 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-608 Sub-55 4-FPh --CO-- Single --(CH.sub.2).sub.3 -- Bond3-609 Sub-33 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-610 Sub-34 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-611 Sub-35 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-612 Sub-36 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-613 Sub-37 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-614 Sub-38 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-615 Sub-39 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-616 Sub-40 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-617 Sub-41 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-618 Sub-42 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-619 Sub-84 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-620 Sub-43 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-621 Sub-44 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-622 Sub-45 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-623 Sub-46 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-624 Sub-47 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-625 Sub-81 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-626 Sub-48 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-627 Sub-49 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-628 Sub-50 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-629 Sub-51 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-630 Sub-52 4-FPh --CO-- Single --CH.sub.2 C(NIe).sub.2 -- Bond3-631 Sub-53 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-632 Sub-54 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-633 Sub-56 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-634 Sub-57 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-635 Sub-58 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-636 Sub-59 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-637 Sub-82 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-638 Sub-83 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-639 Sub-61 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-640 Sub-55 4-FPh --CO-- Single --CH.sub.2 C(Me).sub.2 -- Bond3-641 Sub-33 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-642 Sub-34 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-643 Sub-35 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-644 Sub-36 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-645 Sub-37 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-646 Sub-38 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-647 Sub-39 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-648 Sub-40 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-649 Sub-41 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-650 Sub-42 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-651 Sub-84 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-652 Sub-43 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-653 Sub-44 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-654 Sub-45 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-655 Sub-46 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-656 Sub-47 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-657 Sub-81 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-658 Sub-48 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-659 Sub-49 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-660 Sub-50 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-661 Sub-51 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-662 Sub-52 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-663 Sub-53 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-664 Sub-54 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-665 Sub-56 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-666 Sub-57 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-667 Sub-58 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-668 Sub-59 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-669 Sub-82 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-670 Sub-83 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-671 Sub-61 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-672 Sub-55 4-FPh --CO-- Single --CH.sub.2 --cPr-- Bond3-673 Sub-33 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-674 Sub-34 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-675 Sub-35 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-676 Sub-36 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-677 Sub-37 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-678 Sub-38 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-679 Sub-39 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-680 Sub-40 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-681 Sub-41 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-682 Sub-42 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-683 Sub-84 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-684 Sub-43 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-685 Sub-44 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-686 Sub-45 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-687 Sub-46 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-688 Sub-47 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-689 Sub-81 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-690 Sub-48 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-691 Sub-49 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-692 Sub-50 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-693 Sub-51 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-694 Sub-52 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-695 Sub-53 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-696 Sub-54 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-697 Sub-56 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-698 Sub-57 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-699 Sub-58 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-700 Sub-59 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-701 Sub-82 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-702 Sub-83 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-703 Sub-61 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-704 Sub-55 4-FPh --CO-- Single --CH.sub.2 --cBu-- Bond3-705 Sub-33 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-706 Sub-34 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-707 Sub-35 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-708 Sub-36 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-709 Sub-37 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-710 Sub-38 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-711 Sub-39 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-712 Sub-40 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-713 Sub-41 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-714 Sub-42 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-715 Sub-84 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-716 Sub-43 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-717 Sub-44 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-718 Sub-45 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-719 Sub-46 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-720 Sub-47 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-721 Sub-81 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-722 Sub-48 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-723 Sub-49 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-724 Sub-50 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-725 Sub-51 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-726 Sub-52 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-727 Sub-53 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-728 Sub-54 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-729 Sub-56 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-730 Sub-57 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-731 Sub-58 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-732 Sub-59 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-733 Sub-82 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-734 Sub-83 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-735 Sub-61 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-736 Sub-55 4-FPh --CO-- Single --CH.sub.2 --cPn-- Bond3-737 Sub-33 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-738 Sub-34 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-739 Sub-35 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-740 Sub-36 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-741 Sub-37 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-742 Sub-38 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-743 Sub-39 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-744 Sub-40 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-745 Sub-41 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-746 Sub-42 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-747 Sub-84 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-748 Sub-43 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-749 Sub-44 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-750 Sub-45 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-751 Sub-46 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-752 Sub-47 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-753 Sub-81 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-754 Sub-48 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-755 Sub-49 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-756 Sub-50 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-757 Sub-51 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-758 Sub-52 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-759 Sub-53 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-760 Sub-54 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-761 Sub-56 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-762 Sub-57 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-763 Sub-58 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-764 Sub-59 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-765 Sub-82 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-766 Sub-83 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-767 Sub-61 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-768 Sub-55 4-FPh --CO-- Single --CH.sub.2 --cHx-- Bond3-769 Sub-33 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-770 Sub-34 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-771 Sub-35 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-772 Sub-36 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-773 Sub-37 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-774 Sub-38 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-775 Sub-39 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-776 Sub-40 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-777 Sub-41 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-778 Sub-42 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-779 Sub-84 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-780 Sub-43 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-781 Sub-44 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-782 Sub-45 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-783 Sub-46 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-784 Sub-47 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-785 Sub-81 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-786 Sub-48 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-787 Sub-49 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-788 Sub-50 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-789 Sub-51 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-790 Sub-52 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-791 Sub-53 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-792 Sub-54 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-793 Sub-56 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-794 Sub-57 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-795 Sub-58 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-796 Sub-59 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-797 Sub-82 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-798 Sub-83 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-799 Sub-61 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-800 Sub-55 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-801 Sub-33 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-802 Sub-34 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-803 Sub-35 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-804 Sub-36 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-805 Sub-37 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-806 Sub-38 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-807 Sub-39 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-808 Sub-40 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-809 Sub-41 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-810 Sub-42 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-811 Sub-84 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-812 Sub-43 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-813 Sub-44 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-814 Sub-45 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-815 Sub-46 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-816 Sub-47 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-817 Sub-81 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-818 Sub-48 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-819 Sub-49 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-820 Sub-50 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-821 Sub-51 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-822 Sub-52 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-823 Sub-53 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-824 Sub-54 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-825 Sub-56 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-826 Sub-57 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-827 Sub-58 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-828 Sub-59 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-829 Sub-82 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-830 Sub-83 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-831 Sub-61 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-832 Sub-55 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-833 Sub-33 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-834 Sub-34 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-835 Sub-35 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-836 Sub-36 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-837 Sub-37 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-838 Sub-38 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-839 Sub-39 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-840 Sub-40 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-841 Sub-41 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-842 Sub-42 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-843 Sub-84 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-844 Sub-43 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-845 Sub-44 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-846 Sub-45 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-847 Sub-46 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-848 Sub-47 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-849 Sub-81 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-850 Sub-48 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-851 Sub-49 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-852 Sub-50 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-853 Sub-51 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-854 Sub-52 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-855 Sub-53 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-856 Sub-54 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-857 Sub-56 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-858 Sub-57 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-859 Sub-58 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-860 Sub-59 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-861 Sub-82 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-862 Sub-83 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-863 Sub-61 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-864 Sub-55 3,4-diClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-865 Sub-33 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-866 Sub-34 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-867 Sub-35 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-868 Sub-36 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-869 Sub-37 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-870 Sub-38 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-871 Sub-39 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-872 Sub-40 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-873 Sub-41 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-874 Sub-42 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-875 Sub-84 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-876 Sub-43 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-877 Sub-44 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-878 Sub-45 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-879 Sub-46 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-880 Sub-47 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-881 Sub-81 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-882 Sub-48 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-883 Sub-49 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-884 Sub-50 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-885 Sub-51 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-886 Sub-52 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-887 Sub-53 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-888 Sub-54 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-889 Sub-56 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-890 Sub-57 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-891 Sub-58 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-892 Sub-59 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-893 Sub-82 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-894 Sub-83 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-895 Sub-61 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-896 Sub-55 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-897 Sub-33 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-898 Sub-34 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-899 Sub-35 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-900 Sub-36 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-901 Sub-37 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-902 Sub-38 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-903 Sub-39 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-904 Sub-40 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-905 Sub-41 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-906 Sub-42 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-907 Sub-84 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-908 Sub-43 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-909 Sub-44 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-910 Sub-45 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-911 Sub-46 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-912 Sub-47 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-913 Sub-81 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-914 Sub-48 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-915 Sub-49 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-916 Sub-50 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-917 Sub-51 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-918 Sub-52 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-919 Sub-53 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-920 Sub-54 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-921 Sub-56 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-922 Sub-57 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-923 Sub-58 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-924 Sub-59 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-925 Sub-82 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-926 Sub-83 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-927 Sub-61 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-928 Sub-55 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-929 Sub-33 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-930 Sub-34 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-931 Sub-35 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-932 Sub-36 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-933 Sub-37 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-934 Sub-38 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-935 Sub-39 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-936 Sub-40 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-937 Sub-41 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-938 Sub-42 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-939 Sub-84 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-940 Sub-43 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-941 Sub-44 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-942 Sub-45 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-943 Sub-46 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-944 Sub-47 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-945 Sub-81 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-946 Sub-48 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-947 Sub-49 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-948 Sub-50 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-949 Sub-51 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-950 Sub-52 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-951 Sub-53 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-952 Sub-54 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-953 Sub-56 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-954 Sub-57 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-955 Sub-58 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-956 Sub-59 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-957 Sub-82 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-958 Sub-83 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-959 Sub-61 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-960 Sub-55 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-961 Sub-33 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-962 Sub-34 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-963 Sub-35 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-964 Sub-36 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-965 Sub-37 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-966 Sub-38 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-967 Sub-39 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-968 Sub-40 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-969 Sub-41 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-970 Sub-42 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-971 Sub-84 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-972 Sub-43 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-973 Sub-44 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-974 Sub-45 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-975 Sub-46 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-976 Sub-47 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-977 Sub-81 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-978 Sub-48 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-979 Sub-49 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-980 Sub-50 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-981 Sub-51 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-982 Sub-52 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-983 Sub-53 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-984 Sub-54 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-985 Sub-56 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-986 Sub-57 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-987 Sub-58 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-988 Sub-59 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-989 Sub-82 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-990 Sub-83 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-991 Sub-61 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-992 Sub-55 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-993 Sub-33 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-994 Sub-34 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-995 Sub-35 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-996 Sub-36 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-997 Sub-37 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-998 Sub-38 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-999 Sub-39 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1000 Sub-40 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1001 Sub-41 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1002 Sub-42 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1003 Sub-84 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1004 Sub-43 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1005 Sub-44 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1006 Sub-45 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1007 Sub-46 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1008 Sub-47 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1009 Sub-81 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1010 Sub-48 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1011 Sub-49 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1012 Sub-50 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1013 Sub-51 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1014 Sub-52 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1015 Sub-53 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1016 Sub-54 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1017 Sub-56 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1018 Sub-57 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1019 Sub-58 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1020 Sub-59 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1021 Sub-82 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1022 Sub-83 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1023 Sub-61 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1024 Sub-55 3,4-diClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1025 Sub-33 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1026 Sub-34 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1027 Sub-35 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1028 Sub-36 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1029 Sub-37 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1030 Sub-38 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1031 Sub-39 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1032 Sub-40 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1033 Sub-41 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1034 Sub-42 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1035 Sub-84 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1036 Sub-43 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1037 Sub-44 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1038 Sub-45 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1039 Sub-46 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1040 Sub-47 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1041 Sub-81 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1042 Sub-48 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1043 Sub-49 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1044 Sub-50 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1045 Sub-51 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1046 Sub-52 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1047 Sub-53 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1048 Sub-54 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1049 Sub-56 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1050 Sub-57 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1051 Sub-58 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1052 Sub-59 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1053 Sub-82 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1054 Sub-83 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1055 Sub-61 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1056 Sub-55 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1057 Sub-33 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1058 Sub-34 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1059 Sub-35 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1060 Sub-36 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1061 Sub-37 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1062 Sub-38 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1063 Sub-39 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1064 Sub-40 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1065 Sub-41 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1066 Sub-42 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1067 Sub-84 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1068 Sub-43 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1069 Sub-44 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1070 Sub-45 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1071 Sub-46 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1072 Sub-47 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1073 Sub-81 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1074 Sub-48 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1075 Sub-49 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1076 Sub-50 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1077 Sub-51 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1078 Sub-52 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1079 Sub-53 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1080 Sub-54 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1081 Sub-56 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1082 Sub-57 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1083 Sub-58 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1084 Sub-59 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1085 Sub-82 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1086 Sub-83 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1087 Sub-61 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1088 Sub-55 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1089 Sub-33 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1090 Sub-34 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1091 Sub-35 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1092 Sub-36 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1093 Sub-37 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1094 Sub-38 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1095 Sub-39 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1096 Sub-40 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1097 Sub-41 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1098 Sub-42 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1099 Sub-84 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1100 Sub-43 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1101 Sub-44 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1102 Sub-45 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1103 Sub-46 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1104 Sub-47 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1105 Sub-81 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1106 Sub-48 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1107 Sub-49 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1108 Sub-50 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1109 Sub-51 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1110 Sub-52 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1111 Sub-53 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1112 Sub-54 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1113 Sub-56 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1114 Sub-57 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1115 Sub-58 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1116 Sub-59 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1117 Sub-82 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1118 Sub-83 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1119 Sub-61 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1120 Sub-55 4-ClPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1121 Sub-33 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1122 Sub-34 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1123 Sub-35 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1124 Sub-36 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1125 Sub-37 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1126 Sub-38 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1127 Sub-39 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1128 Sub-40 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1129 Sub-41 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1130 Sub-42 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1131 Sub-84 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1132 Sub-43 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1133 Sub-44 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1134 Sub-45 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1135 Sub-46 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1136 Sub-47 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1137 Sub-81 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1138 Sub-48 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1139 Sub-49 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1140 Sub-50 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1141 Sub-51 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1142 Sub-52 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1143 Sub-53 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1144 Sub-54 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1145 Sub-56 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1146 Sub-57 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1147 Sub-58 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1148 Sub-59 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1149 Sub-82 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1150 Sub-83 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1151 Sub-61 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1152 Sub-55 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1153 Sub-33 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1154 Sub-34 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1155 Sub-35 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1156 Sub-36 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1157 Sub-37 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-l158 Sub-38 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1159 Sub-39 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1160 Sub-40 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1161 Sub-41 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1162 Sub-42 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1163 Sub-84 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1164 Sub-43 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1165 Sub-44 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1166 Sub-45 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1167 Sub-46 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1168 Sub-47 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1169 Sub-81 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1170 Sub-48 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1171 Sub-49 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1172 Sub-50 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1173 Sub-51 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1174 Sub-52 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1175 Sub-53 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1176 Sub-54 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1177 Sub-56 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1178 Sub-57 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1179 Sub-58 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1180 Sub-59 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1181 Sub-82 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1182 Sub-83 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1183 Sub-61 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1184 Sub-55 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1185 Sub-33 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1186 Sub-34 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1187 Sub-35 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1188 Sub-36 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1189 Sub-37 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1190 Sub-38 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1191 Sub-39 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1192 Sub-40 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1193 Sub-41 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1194 Sub-42 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1195 Sub-84 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1196 Sub-43 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1197 Sub-44 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1198 Sub-45 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1199 Sub-46 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1200 Sub-47 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1201 Sub-81 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1202 Sub-48 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1203 Sub-49 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1204 Sub-50 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1205 Sub-51 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1206 Sub-52 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1207 Sub-53 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1208 Sub-54 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1209 Sub-56 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1210 Sub-57 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1211 Sub-58 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1212 Sub-59 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1213 Sub-82 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1214 Sub-83 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1215 Sub-61 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1216 Sub-55 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1217 Sub-33 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1218 Sub-34 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1219 Sub-35 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1220 Sub-36 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1221 Sub-37 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1222 Sub-38 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1223 Sub-39 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1224 Sub-40 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1225 Sub-41 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1226 Sub-42 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1227 Sub-84 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1228 Sub-43 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1229 Sub-44 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1230 Sub-45 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1231 Sub-46 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1232 Sub-47 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1233 Sub-81 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1234 Sub-48 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1235 Sub-49 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1236 Sub-50 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1237 Sub-51 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1238 Sub-52 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1239 Sub-53 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1240 Sub-54 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1241 Sub-56 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1242 Sub-57 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1243 Sub-58 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1244 Sub-59 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1245 Sub-82 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1246 Sub-83 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1247 Sub-61 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1248 Sub-55 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1249 Sub-33 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1250 Sub-34 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1251 Sub-35 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1252 Sub-36 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1253 Sub-37 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1254 Sub-38 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1255 Sub-39 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1256 Sub-40 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1257 Sub-41 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1258 Sub-42 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1259 Sub-84 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1260 Sub-43 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1261 Sub-44 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1262 Sub-45 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1263 Sub-46 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1264 Sub-47 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1265 Sub-81 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1266 Sub-48 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1267 Sub-49 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1268 Sub-50 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1269 Sub-51 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1270 Sub-52 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1271 Sub-53 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1272 Sub-54 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1273 Sub-56 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1274 Sub-57 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1275 Sub-58 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1276 Sub-59 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1277 Sub-82 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1278 Sub-83 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1279 Sub-61 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1280 Sub-55 4-ClPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1281 Sub-33 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1282 Sub-34 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1283 Sub-35 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1284 Sub-36 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1285 Sub-37 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1286 Sub-38 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1287 Sub-39 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1288 Sub-40 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1289 Sub-41 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1290 Sub-42 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1291 Sub-84 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1292 Sub-43 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1293 Sub-44 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1294 Sub-45 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1295 Sub-46 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1296 Sub-47 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1297 Sub-81 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1298 Sub-48 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1299 Sub-49 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1300 Sub-50 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1301 Sub-51 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1302 Sub-52 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1303 Sub-53 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1304 Sub-54 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1305 Sub-56 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1306 Sub-57 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1307 Sub-58 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1308 Sub-59 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1309 Sub-82 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1310 Sub-83 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1311 Sub-61 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1312 Sub-55 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --3-1313 Sub-33 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1314 Sub-34 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1315 Sub-35 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1316 Sub-36 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1317 Sub-37 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1318 Sub-38 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1319 Sub-39 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1320 Sub-40 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1321 Sub-41 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1322 Sub-42 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1323 Sub-84 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1324 Sub-43 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1325 Sub-44 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1326 Sub-45 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1327 Sub-46 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1328 Sub-47 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1329 Sub-81 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1330 Sub-48 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1331 Sub-49 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1332 Sub-50 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1333 Sub-51 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1334 Sub-52 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1335 Sub-53 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1336 Sub-54 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1337 Sub-56 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1338 Sub-57 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1339 Sub-58 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1340 Sub-59 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1341 Sub-82 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1342 Sub-83 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1343 Sub-61 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1344 Sub-55 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1345 Sub-33 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1346 Sub-34 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1347 Sub-35 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1348 Sub-36 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1349 Sub-37 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1350 Sub-38 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1351 Sub-39 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1352 Sub-40 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1353 Sub-41 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1354 Sub-42 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1355 Sub-84 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1356 Sub-43 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1357 Sub-44 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1358 Sub-45 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1359 Sub-46 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1360 Sub-47 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1361 Sub-81 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1362 Sub-48 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1363 Sub-49 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1364 Sub-50 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1365 Sub-51 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1366 Sub-52 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1367 Sub-53 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1368 Sub-54 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1369 Sub-56 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1370 Sub-57 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1371 Sub-58 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1372 Sub-59 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1373 Sub-82 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1374 Sub-83 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1375 Sub-61 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1376 Sub-55 4-FPh --CO-- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1377 Sub-33 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1378 Sub-34 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1379 Sub-35 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1380 Sub-36 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1381 Sub-37 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1382 Sub-38 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1383 Sub-39 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1384 Sub-40 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1385 Sub-41 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1386 Sub-42 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1387 Sub-84 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1388 Sub-43 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1389 Sub-44 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1390 Sub-45 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1391 Sub-46 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1392 Sub-47 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1393 Sub-81 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1394 Sub-48 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1395 Sub-49 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1396 Sub-50 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1397 Sub-51 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1398 Sub-52 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1399 Sub-53 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1400 Sub-54 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1401 Sub-56 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1402 Sub-57 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1403 Sub-58 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1404 Sub-59 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1405 Sub-82 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1406 Sub-83 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1407 Sub-61 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1408 Sub-55 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1409 Sub-33 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1410 Sub-34 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1411 Sub-35 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1412 Sub-36 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1413 Sub-37 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1414 Sub-38 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1415 Sub-39 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1416 Sub-40 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1417 Sub-41 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1418 Sub-42 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1419 Sub-84 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1420 Sub-43 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1421 Sub-44 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1422 Sub-45 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1423 Sub-46 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1424 Sub-47 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1425 Sub-81 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1426 Sub-48 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1427 Sub-49 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1428 Sub-50 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1429 Sub-51 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1430 Sub-52 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1431 Sub-53 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1432 Sub-54 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1433 Sub-56 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1434 Sub-57 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1435 Sub-58 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1436 Sub-59 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1437 Sub-82 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1438 Sub-83 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1439 Sub-61 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1440 Sub-55 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPr--3-1441 Sub-33 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1442 Sub-34 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1443 Sub-35 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1444 Sub-36 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1445 Sub-37 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1446 Sub-38 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1447 Sub-39 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1448 Sub-40 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1449 Sub-41 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1450 Sub-42 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1451 Sub-84 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1452 Sub-43 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1453 Sub-44 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1454 Sub-45 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1455 Sub-46 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1456 Sub-47 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1457 Sub-81 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1458 Sub-48 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1459 Sub-49 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1460 Sub-50 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1461 Sub-51 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1462 Sub-52 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1463 Sub-53 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1464 Sub-54 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1465 Sub-56 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1466 Sub-57 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1467 Sub-58 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1468 Sub-59 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1469 Sub-82 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1470 Sub-83 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1471 Sub-61 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1472 Sub-55 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cBu--3-1473 Sub-33 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1474 Sub-34 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1475 Sub-35 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1476 Sub-36 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1477 Sub-37 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1478 Sub-38 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1479 Sub-39 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1480 Sub-40 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1481 Sub-41 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1482 Sub-42 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1483 Sub-84 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1484 Sub-43 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1485 Sub-44 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1486 Sub-45 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1487 Sub-46 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1488 Sub-47 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1489 Sub-81 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1490 Sub-48 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1491 Sub-49 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1492 Sub-50 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1493 Sub-51 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1494 Sub-52 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1495 Sub-53 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1496 Sub-54 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1497 Sub-56 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1498 Sub-57 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1499 Sub-58 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1500 Sub-59 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1501 Sub-82 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1502 Sub-83 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1503 Sub-61 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1504 Sub-55 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cPn--3-1505 Sub-33 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1506 Sub-34 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1507 Sub-35 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1508 Sub-36 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1509 Sub-37 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1510 Sub-38 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1511 Sub-39 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1512 Sub-40 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1513 Sub-41 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1514 Sub-42 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1515 Sub-84 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1516 Sub-43 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1517 Sub-44 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1518 Sub-45 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1519 Sub-46 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1520 Sub-47 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1521 Sub-81 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1522 Sub-48 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1523 Sub-49 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1524 Sub-50 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1525 Sub-51 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1526 Sub-52 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1527 Sub-53 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1528 Sub-54 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1529 Sub-56 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1530 Sub-57 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1531 Sub-58 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1532 Sub-59 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1533 Sub-82 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1534 Sub-83 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1535 Sub-61 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1536 Sub-55 4-FPh --CO-- --CH.sub.2 -- --CH.sub.2 --cHx--3-1537 Sub-33 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1538 Sub-34 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1539 Sub-35 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1540 Sub-36 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1541 Sub-37 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1542 Sub-38 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1543 Sub-39 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1544 Sub-40 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1545 Sub-41 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1546 Sub-42 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1547 Sub-84 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1548 Sub-43 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1549 Sub-44 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1550 Sub-45 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1551 Sub-46 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1552 Sub-47 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1553 Sub-81 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1554 Sub-48 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1555 Sub-49 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1556 Sub-50 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1557 Sub-51 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1558 Sub-52 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1559 Sub-53 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1560 Sub-54 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1561 Sub-56 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1562 Sub-57 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1563 Sub-58 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1564 Sub-59 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1565 Sub-82 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1566 Sub-83 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1567 Sub-61 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1568 Sub-55 3,4-diClPh --CO-- Single --C(Me).sub.2 -- Bond3-1569 Sub-33 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1570 Sub-34 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1571 Sub-35 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1572 Sub-36 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1573 Sub-37 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1574 Sub-38 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1575 Sub-39 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1576 Sub-40 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1577 Sub-41 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1578 Sub-42 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1579 Sub-84 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1580 Sub-43 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1581 Sub-44 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1582 Sub-45 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1583 Sub-46 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1584 Sub-47 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1585 Sub-81 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1586 Sub-48 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1587 Sub-49 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1588 Sub-50 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1589 Sub-51 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1590 Sub-52 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1591 Sub-53 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1592 Sub-54 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1593 Sub-56 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1594 Sub-57 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1595 Sub-58 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1596 Sub-59 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1597 Sub-82 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1598 Sub-83 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1599 Sub-61 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1600 Sub-55 3,4-diClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1601 Sub-33 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1602 Sub-34 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1603 Sub-35 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1604 Sub-36 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1605 Sub-37 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1606 Sub-38 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1607 Sub-39 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1608 Sub-40 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1609 Sub-41 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1610 Sub-42 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1611 Sub-84 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1612 Sub-43 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1613 Sub-44 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1614 Sub-45 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1615 Sub-46 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1616 Sub-47 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1617 Sub-81 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1618 Sub-48 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1619 Sub-49 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1620 Sub-50 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1621 Sub-51 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1622 Sub-52 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1623 Sub-53 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1624 Sub-54 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1625 Sub-56 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1626 Sub-57 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1627 Sub-58 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1628 Sub-59 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1629 Sub-82 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1630 Sub-83 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1631 Sub-61 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1632 Sub-55 4-ClPh --CO-- Single --C(Me).sub.2 -- Bond3-1633 Sub-33 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1634 Sub-34 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1635 Sub-35 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1636 Sub-36 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1637 Sub-37 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1638 Sub-38 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1639 Sub-39 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1640 Sub-40 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1641 Sub-41 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1642 Sub-42 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1643 Sub-84 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1644 Sub-43 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1645 Sub-44 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1646 Sub-45 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1647 Sub-46 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1648 Sub-47 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1649 Sub-81 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1650 Sub-48 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1651 Sub-49 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1652 Sub-50 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1653 Sub-51 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1654 Sub-52 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1655 Sub-53 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1656 Sub-54 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1657 Sub-56 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1658 Sub-57 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1659 Sub-58 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1660 Sub-59 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1661 Sub-82 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1662 Sub-83 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1663 Sub-61 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1664 Sub-55 4-ClPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1665 Sub-33 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1666 Sub-34 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1667 Sub-35 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1668 Sub-36 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1669 Sub-37 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1670 Sub-38 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1671 Sub-39 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1672 Sub-40 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1673 Sub-41 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1674 Sub-42 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1675 Sub-84 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1676 Sub-43 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1677 Sub-44 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1678 Sub-45 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1679 Sub-46 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1680 Sub-47 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1681 Sub-81 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1682 Sub-48 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1683 Sub-49 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1684 Sub-50 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1685 Sub-51 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1686 Sub-52 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1687 Sub-53 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1688 Sub-54 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1689 Sub-56 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1690 Sub-57 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1691 Sub-58 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1692 Sub-59 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1693 Sub-82 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1694 Sub-83 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1695 Sub-61 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1696 Sub-55 4-FPh --CO-- Single --C(Me).sub.2 -- Bond3-1697 Sub-33 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1698 Sub-34 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1699 Sub-35 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1700 Sub-36 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1701 Sub-37 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1702 Sub-38 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1703 Sub-39 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1704 Sub-40 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1705 Sub-41 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1706 Sub-42 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1707 Sub-84 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1708 Sub-43 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1709 Sub-44 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1710 Sub-45 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1711 Sub-46 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1712 Sub-47 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1713 Sub-81 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1714 Sub-48 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1715 Sub-49 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1716 Sub-50 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1717 Sub-51 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1718 Sub-52 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1719 Sub-53 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1720 Sub-54 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1721 Sub-56 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1722 Sub-57 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1723 Sub-58 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1724 Sub-59 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1725 Sub-82 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1726 Sub-83 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1727 Sub-61 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1728 Sub-55 4-FPh --CO-- --CH.sub.2 -- --C(Me).sub.2 --3-1729 Sub-37 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 -- Bond3-1730 Sub-38 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 -- Bond3-1731 Sub-39 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 -- Bond3-1732 Sub-40 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 -- Bond3-1733 Sub-41 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 -- Bond3-1734 Sub-42 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 -- Bond3-1735 Sub-84 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 -- Bond3-1736 Sub-81 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 -- Bond3-1737 Sub-48 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 -- Bond3-1738 Sub-37 4-ClPh --CH.sub.2 -- Single --CH.sub.2 -- Bond3-1739 Sub-38 4-ClPh --CH.sub.2 -- Single --CH.sub.2 -- Bond3-1740 Sub-39 4-ClPh --CH.sub.2 -- Single --CH.sub.2 -- Bond3-1741 Sub-40 4-ClPh --CH.sub.2 -- Single --CH.sub.2 -- Bond3-1742 Sub-41 4-ClPh --CH.sub.2 -- Single --CH.sub.2 -- Bond3-1743 Sub-42 4-ClPh --CH.sub.2 -- Single --CH.sub.2 -- Bond3-1744 Sub-84 4-ClPh --CH.sub.2 -- Single --CH.sub.2 -- Bond3-1745 Sub-81 4-ClPh --CH.sub.2 -- Single --CH.sub.2 -- Bond3-1746 Sub-48 4-ClPh --CH.sub.2 -- Single --CH.sub.2 -- Bond3-1747 Sub-37 4-FPh --CH.sub.2 -- Single --CH.sub.2 -- Bond3-1748 Sub-38 4-FPh --CH.sub.2 -- Single --CH.sub.2 -- Bond3-1749 Sub-39 4-FPh --CH.sub.2 -- Single --CH.sub.2 -- Bond3-1750 Sub-40 4-FPh --CH.sub.2 -- Single --CH.sub.2 -- Bond3-1751 Sub-41 4-FPh --CH.sub.2 -- Single --CH.sub.2 -- Bond3-1752 Sub-42 4-FPh --CH.sub.2 -- Single --CH.sub.2 -- Bond3-1753 Sub-84 4-FPh --CH.sub.2 -- Single --CH.sub.2 -- Bond3-1754 Sub-81 4-FPh --CH.sub.2 -- Single --CH.sub.2 -- Bond3-1755 Sub-48 4-FPh --CH.sub.2 -- Single --CH.sub.2 -- Bond3-1756 Sub-37 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-1757 Sub-38 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-1758 Sub-39 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-1759 Sub-40 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-1760 Sub-41 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-1761 Sub-42 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-1762 Sub-84 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-1763 Sub-81 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-1764 Sub-48 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-1765 Sub-37 4-ClPh --CH.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-1766 Sub-38 4-ClPh --CH.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-1767 Sub-39 4-ClPh --CH.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-1768 Sub-40 4-ClPh --CH.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-1769 Sub-41 4-ClPh --CH.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-1770 Sub-42 4-ClPh --CH.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-1771 Sub-84 4-ClPh --CH.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-1772 Sub-81 4-ClPh --CH.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-1773 Sub-48 4-ClPh --CH.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-1774 Sub-37 4-FPh --CH.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-1775 Sub-38 4-FPh --CH.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-1776 Sub-39 4-FPh --CH.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-1777 Sub-40 4-FPh --CH.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-1778 Sub-41 4-FPh --CH.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-1779 Sub-42 4-FPh --CH.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-1780 Sub-84 4-FPh --CH.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-1781 Sub-81 4-FPh --CH.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-1782 Sub-48 4-FPh --CH.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-1783 Sub-37 3,4-diClPh --CH.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-1784 Sub-38 3,4-diClPh --CH.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-1785 Sub-39 3,4-diClPh --CH.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-1786 Sub-40 3,4-diClPh --CH.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-1787 Sub-41 3,4-diClPh --CH.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-1788 Sub-42 3,4-diClPh --CH.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-1789 Sub-84 3,4-diClPh --CH.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-1790 Sub-81 3,4-diClPh --CH.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-1791 Sub-48 3,4-diClPh --CH.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-1792 Sub-37 4-ClPh --CH.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-1793 Sub-38 4-ClPh --CH.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-1794 Sub-39 4-ClPh --CH.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-1795 Sub-40 4-ClPh --CH.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-1796 Sub-41 4-ClPh --CH.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-1797 Sub-42 4-ClPh --CH.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-1798 Sub-84 4-ClPh --CH.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-1799 Sub-81 4-ClPh --CH.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-1800 Sub-48 4-ClPh --CH.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-1801 Sub-37 4-FPh --CH.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-1802 Sub-38 4-FPh --CH.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-1803 Sub-39 4-FPh --CH.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-1804 Sub-40 4-FPh --CH.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-1805 Sub-41 4-FPh --CH.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-1806 Sub-42 4-FPh --CH.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-1807 Sub-84 4-FPh --CH.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-1808 Sub-81 4-FPh --CH.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-1809 Sub-48 4-FPh --CH.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-1810 Sub-37 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-1811 Sub-38 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-1812 Sub-39 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-1813 Sub-40 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-1814 Sub-41 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-1815 Sub-42 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-1816 Sub-84 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-1817 Sub-81 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-1818 Sub-48 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-1819 Sub-37 4-ClPh --CH.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-1820 Sub-38 4-ClPh --CH.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-1821 Sub-39 4-ClPh --CH.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-1822 Sub-40 4-ClPh --CH.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-1823 Sub-41 4-ClPh --CH.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-1824 Sub-42 4-ClPh --CH.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-1825 Sub-84 4-ClPh --CH.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-1826 Sub-81 4-ClPh --CH.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-1827 Sub-48 4-ClPh --CH.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-1828 Sub-37 4-FPh --CH.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-1829 Sub-38 4-FPh --CH.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-1830 Sub-39 4-FPh --CH.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-1831 Sub-40 4-FPh --CH.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-1832 Sub-41 4-FPh --CH.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-1833 Sub-42 4-FPh --CH.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-1834 Sub-84 4-FPh --CH.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-1835 Sub-81 4-FPh --CH.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-1836 Sub-48 4-FPh --CH.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-1837 Sub-37 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-1838 Sub-38 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-1839 Sub-39 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-1840 Sub-40 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-1841 Sub-41 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-1842 Sub-42 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-1843 Sub-84 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-1844 Sub-81 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-1845 Sub-48 3,4-diClPh --CH.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-1846 Sub-37 4-ClPh --CH.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-1847 Sub-38 4-ClPh --CH.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-1848 Sub-39 4-ClPh --CH.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-1849 Sub-40 4-ClPh --CH.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-1850 Sub-41 4-ClPh --CH.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-1851 Sub-42 4-ClPh --CH.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-1852 Sub-84 4-ClPh --CH.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-1853 Sub-81 4-ClPh --CH.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-1854 Sub-48 4-ClPh --CH.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-1855 Sub-37 4-FPh --CH.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-1856 Sub-38 4-FPh --CH.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-1857 Sub-39 4-FPh --CH.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-1858 Sub-40 4-FPh --CH.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-1859 Sub-41 4-FPh --CH.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-1860 Sub-42 4-FPh --CH.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-1861 Sub-84 4-FPh --CH.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-1862 Sub-81 4-FPh --CH.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-1863 Sub-48 4-FPh --CH.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-1864 Sub-37 3,4-diClPh --CH.sub.2 -- Single --C(Me).sub.2 -- Bond3-1865 Sub-38 3,4-diClPh --CH.sub.2 -- Single --C(Me).sub.2 -- Bond3-1866 Sub-39 3,4-diClPh --CH.sub.2 -- Single --C(Me).sub.2 -- Bond3-1867 Sub-40 3,4-diClPh --CH.sub.2 -- Single --C(Me).sub.2 -- Bond3-1868 Sub-41 3,4-diClPh --CH.sub.2 -- Single --C(Me).sub.2 -- Bond3-1869 Sub-42 3,4-diClPh --CH.sub.2 -- Single --C(Me).sub.2 -- Bond3-1870 Sub-84 3,4-diClPh --CH.sub.2 -- Single --C(Me).sub.2 -- Bond3-1871 Sub-81 3,4-diClPh --CH.sub.2 -- Single --C(Me).sub.2 -- Bond3-1872 Sub-48 3,4-diClPh --CH.sub.2 -- Single --C(Me).sub.2 -- Bond3-1873 Sub-37 4-ClPh --CH.sub.2 -- Single --C(Me).sub.2 -- Bond3-1874 Sub-38 4-ClPh --CH.sub.2 -- Single --C(Me).sub.2 -- Bond3-1875 Sub-39 4-ClPh --CH.sub.2 -- Single --C(Me).sub.2 -- Bond3-1876 Sub-40 4-ClPh --CH.sub.2 -- Single --C(Me).sub.2 -- Bond3-1877 Sub-41 4-ClPh --CH.sub.2 -- Single --C(Me).sub.2 -- Bond3-1878 Sub-42 4-ClPh --CH.sub.2 -- Single --C(Me).sub.2 -- Bond3-1879 Sub-84 4-ClPh --CH.sub.2 -- Single --C(Me).sub.2 -- Bond3-1880 Sub-81 4-ClPh --CH.sub.2 -- Single --C(Me).sub.2 -- Bond3-1881 Sub-48 4-ClPh --CH.sub.2 -- Single --C(Me).sub.2 -- Bond3-1882 Sub-37 4-FPh --CH.sub.2 -- Single --C(Me).sub.2 -- Bond3-1883 Sub-38 4-FPh --CH.sub.2 -- Single --C(Me).sub.2 -- Bond3-1884 Sub-39 4-FPh --CH.sub.2 -- Single --C(Me).sub.2 -- Bond3-1885 Sub-40 4-FPh --CH.sub.2 -- Single --C(Me).sub.2 -- Bond3-1886 Sub-4I 4-FPh --CH.sub.2 -- Single --C(Me).sub.2 -- Bond3-1887 Sub-42 4-FPh --CH.sub.2 -- Single --C(Me).sub.2 -- Bond3-1888 Sub-84 4-FPh --CH.sub.2 -- Single --C(Me).sub.2 -- Bond3-1889 Sub-81 4-FPh --CH.sub.2 -- Single --C(Me).sub.2 -- Bond3-1890 Sub-48 4-FPh --CH.sub.2 -- Single --C(Me).sub.2 -- Bond3-1891 Sub-37 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-1892 Sub-38 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-1893 Sub-39 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-1894 Sub-40 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-1895 Sub-41 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-1896 Sub-42 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-1897 Sub-84 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-1898 Sub-81 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-1899 Sub-48 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-1900 Sub-37 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-1901 Sub-38 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-1902 Sub-39 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-1903 Sub-40 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-1904 Sub-41 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-1905 Sub-42 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-1906 Sub-84 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-1907 Sub-81 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-1908 Sub-48 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-1909 Sub-37 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-1910 Sub-38 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-1911 Sub-39 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-1912 Sub-40 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-1913 Sub-41 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-1914 Sub-42 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-1915 Sub-84 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-1916 Sub-81 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-1917 Sub-48 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-1918 Sub-37 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1919 Sub-38 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1920 Sub-39 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1921 Sub-40 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1922 Sub-41 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1923 Sub-42 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1924 Sub-84 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1925 Sub-81 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1926 Sub-48 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1927 Sub-37 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1928 Sub-38 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1929 Sub-39 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1930 Sub-40 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1931 Sub-41 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1932 Sub-42 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1933 Sub-84 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1934 Sub-81 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1935 Sub-48 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1936 Sub-37 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1937 Sub-38 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1938 Sub-39 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1939 Sub-40 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1940 Sub-41 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1941 Sub-42 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1942 Sub-84 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1943 Sub-81 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1944 Sub-48 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-1945 Sub-37 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1946 Sub-38 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1947 Sub-39 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1948 Sub-40 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1949 Sub-41 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1950 Sub-42 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1951 Sub-84 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1952 Sub-81 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1953 Sub-48 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1954 Sub-37 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1955 Sub-38 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1956 Sub-39 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1957 Sub-40 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1958 Sub-41 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1959 Sub-42 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1960 Sub-84 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1961 Sub-81 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1962 Sub-48 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1963 Sub-37 4-FPh --CH.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1964 Sub-38 4-FPh --CH.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1965 Sub-39 4-FPh --CH.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1966 Sub-40 4-FPh --CH.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1967 Sub-41 4-FPh --CH.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1968 Sub-42 4-FPh --CH.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1969 Sub-84 4-FPh --CH.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1970 Sub-81 4-FPh --CH.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1971 Sub-48 4-FPh --CH.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-1972 Sub-37 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1973 Sub-38 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1974 Sub-39 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1975 Sub-40 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1976 Sub-41 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1977 Sub-42 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1978 Sub-84 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1979 Sub-81 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1980 Sub-48 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1981 Sub-37 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1982 Sub-38 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1983 Sub-39 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1984 Sub-40 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1985 Sub-41 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1986 Sub-42 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1987 Sub-84 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1988 Sub-81 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1989 Sub-48 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1990 Sub-37 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1991 Sub-38 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1992 Sub-39 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1993 Sub-40 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1994 Sub-41 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1995 Sub-42 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1996 Sub-84 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1997 Sub-81 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1998 Sub-48 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-1999 Sub-37 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2000 Sub-38 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2001 Sub-39 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2002 Sub-40 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2003 Sub-41 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2004 Sub-42 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2005 Sub-84 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2006 Sub-81 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2007 Sub-48 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2008 Sub-37 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2009 Sub-38 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2010 Sub-39 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2011 Sub-40 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2012 Sub-41 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2013 Sub-42 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2014 Sub-84 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2015 Sub-81 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2016 Sub-48 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2017 Sub-37 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2018 Sub-38 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2019 Sub-39 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2020 Sub-40 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2021 Sub-41 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2022 Sub-42 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2023 Sub-84 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2024 Sub-81 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2025 Sub-48 4-FPh --CH.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2026 Sub-37 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2027 Sub-38 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2028 Sub-39 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2029 Sub-40 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2030 Sub-41 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2031 Sub-42 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2032 Sub-84 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2033 Sub-81 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2034 Sub-48 3,4-diClPh --CH.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2035 Sub-37 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2036 Sub-38 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2037 Sub-39 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2038 Sub-40 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2039 Sub-41 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2040 Sub-42 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2041 Sub-84 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2042 Sub-81 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2043 Sub-48 4-ClPh --CH.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2044 Sub-37 4-FPh --CH.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2045 Sub-38 4-FPh --CH.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2046 Sub-39 4-FPh --CH.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2047 Sub-40 4-FPh --CH.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2048 Sub-41 4-FPh --CH.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2049 Sub-42 4-FPh --CH.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2050 Sub-84 4-FPh --CH.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2051 Sub-81 4-FPh --CH.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2052 Sub-48 4-FPh --CH.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2053 Sub-37 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 -- Bond3-2054 Sub-38 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 -- Bond3-2055 Sub-39 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 -- Bond3-2056 Sub-40 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 -- Bond3-2057 Sub-41 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 -- Bond3-2058 Sub-42 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 -- Bond3-2059 Sub-84 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 -- Bond3-2060 Sub-81 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 -- Bond3-2061 Sub-48 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 -- Bond3-2062 Sub-37 4-ClPh --SO.sub.2 -- Single --CH.sub.2 -- Bond3-2063 Sub-38 4-ClPh --SO.sub.2 -- Single --CH.sub.2 -- Bond3-2064 Sub-39 4-ClPh --SO.sub.2 -- Single --CH.sub.2 -- Bond3-2065 Sub-40 4-ClPh --SO.sub.2 -- Single --CH.sub.2 -- Bond3-2066 Sub-41 4-ClPh --SO.sub.2 -- Single --CH.sub.2 -- Bond3-2067 Sub-42 4-ClPh --SO.sub.2 -- Single --CH.sub.2 -- Bond3-2068 Sub-84 4-ClPh --SO.sub.2 -- Single --CH.sub.2 -- Bond3-2069 Sub-81 4-ClPh --SO.sub.2 -- Single --CH.sub.2 -- Bond3-2070 Sub-48 4-ClPh --SO.sub.2 -- Single --CH.sub.2 -- Bond3-2071 Sub-37 4-FPh --SO.sub.2 -- Single --CH.sub.2 -- Bond3-2072 Sub-38 4-FPh --SO.sub.2 -- Single --CH.sub.2 -- Bond3-2073 Sub-39 4-FPh --SO.sub.2 -- Single --CH.sub.2 -- Bond3-2074 Sub-40 4-FPh --SO.sub.2 -- Single --CH.sub.2 -- Bond3-2075 Sub-41 4-FPh --SO.sub.2 -- Single --CH.sub.2 -- Bond3-2076 Sub-42 4-FPh --SO.sub.2 -- Single --CH.sub.2 -- Bond3-2077 Sub-84 4-FPh --SO.sub.2 -- Single --CH.sub.2 -- Bond3-2078 Sub-81 4-FPh --SO.sub.2 -- Single --CH.sub.2 -- Bond3-2079 Sub-48 4-FPh --SO.sub.2 -- Single --CH.sub.2 -- Bond3-2080 Sub-37 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-2081 Sub-38 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-2082 Sub-39 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-2083 Sub-40 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-2084 Sub-41 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-2085 Sub-42 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-2086 Sub-84 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-2087 Sub-81 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-2088 Sub-48 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-2089 Sub-37 4-ClPh --SO.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-2090 Sub-38 4-ClPh --SO.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-2091 Sub-39 4-ClPh --SO.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-2092 Sub-40 4-ClPh --SO.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-2093 Sub-41 4-ClPh --SO.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-2094 Sub-42 4-ClPh --SO.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-2095 Sub-84 4-ClPh --SO.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-2096 Sub-81 4-ClPh --SO.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-2097 Sub-48 4-ClPh --SO.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-2098 Sub-37 4-FPh --SO.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-2099 Sub-38 4-FPh --SO.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-2100 Sub-39 4-FPh --SO.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-2101 Sub-40 4-FPh --SO.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-2102 Sub-41 4-FPh --SO.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-2103 Sub-42 4-FPh --SO.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-2104 Sub-84 4-FPh --SO.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-2105 Sub-81 4-FPh --SO.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-2106 Sub-48 4-FPh --SO.sub.2 -- Single --CH.sub.2 CH.sub.2 -- Bond3-2107 Sub-37 3,4-diClPh --SO.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-2108 Sub-38 3,4-diClPh --SO.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-2109 Sub-39 3,4-diClPh --SO.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-2110 Sub-40 3,4-diClPh --SO.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-2111 Sub-41 3,4-diClPh --SO.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-2112 Sub-42 3,4-diClPh --SO.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-2113 Sub-84 3,4-diClPh --SO.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-2114 Sub-81 3,4-diClPh --SO.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-2115 Sub-48 3,4-diClPh --SO.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-2116 Sub-37 4-ClPh --SO.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-2117 Sub-38 4-ClPh --SO.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-2118 Sub-39 4-ClPh --SO.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-2119 Sub-40 4-ClPh --SO.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-2120 Sub-41 4-ClPh --SO.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-2121 Sub-42 4-ClPh --SO.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-2122 Sub-84 4-ClPh --SO.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-2123 Sub-81 4-ClPh --SO.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-2124 Sub-48 4-ClPh --SO.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-2125 Sub-37 4-FPh --SO.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-2126 Sub-38 4-FPh --SO.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-2127 Sub-39 4-FPh --SO.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-2128 Sub-40 4-FPh --SO.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-2129 Sub-41 4-FPh --SO.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-2130 Sub-42 4-FPh --SO.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-2131 Sub-84 4-FPh --SO.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-2132 Sub-81 4-FPh --SO.sub.2-- Single --(CH.sub.2).sub.3 -- Bond3-2133 Sub-48 4-FPh --SO.sub.2 -- Single --(CH.sub.2).sub.3 -- Bond3-2134 Sub-37 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-2135 Sub-38 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-2136 Sub-39 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-2137 Sub-40 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-2138 Sub-41 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-2139 Sub-42 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-2140 Sub-84 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-2141 Sub-81 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-2142 Sub-48 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-2143 Sub-37 4-ClPh --SO.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-2144 Sub-38 4-ClPh --SO.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-2145 Sub-39 4-ClPh --SO.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-2146 Sub-40 4-ClPh --SO.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-2147 Sub-41 4-ClPh --SO.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-2148 Sub-42 4-ClPh --SO.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-2149 Sub-84 4-ClPh --SO.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-2150 Sub-81 4-ClPh --SO.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-2151 Sub-48 4-ClPh --SO.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-2152 Sub-37 4-FPh --SO.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-2153 Sub-38 4-FPh --SO.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-2154 Sub-39 4-FPh --SO.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-2155 Sub-40 4-FPh --SO.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-2156 Sub-41 4-FPh --SO.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-2157 Sub-42 4-FPh --SO.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-2158 Sub-84 4-FPh --SO.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-2159 Sub-81 4-FPh --SO.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-2160 Sub-48 4-FPh --SO.sub.2 -- Single --CH.sub.2 C(Me).sub.2 -- Bond3-2161 Sub-37 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-2162 Sub-38 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-2163 Sub-39 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-2164 Sub-40 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-2165 Sub-41 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-2166 Sub-42 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-2167 Sub-84 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-2168 Sub-81 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-2169 Sub-48 3,4-diClPh --SO.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-2170 Sub-37 4-ClPh --SO.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-2171 Sub-38 4-ClPh --SO.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-2172 Sub-39 4-ClPh --SO.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-2173 Sub-40 4-ClPh --SO.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-2174 Sub-41 4-ClPh --SO.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-2175 Sub-42 4-ClPh --SO.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-2176 Sub-84 4-ClPh --SO.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-2177 Sub-81 4-ClPh --SO.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-2178 Sub-48 4-ClPh --SO.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-2179 Sub-37 4-FPh --SO.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-2180 Sub-38 4-FPh --SO.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-2181 Sub-39 4-FPh --SO.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-2182 Sub-40 4-FPh --SO.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-2183 Sub-41 4-FPh --SO.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-2184 Sub-42 4-FPh --SO.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-2185 Sub-84 4-FPh --SO.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-2186 Sub-81 4-FPh --SO.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-2187 Sub-48 4-FPh --SO.sub.2 -- Single --CH.sub.2 --cPr-- Bond3-2188 Sub-37 3,4-diClPh --SO.sub.2 -- Single --C(Me).sub.2 -- Bond3-2189 Sub-38 3,4-diClPh --SO.sub.2 -- Single --C(Me).sub.2 -- Bond3-2190 Sub-39 3,4-diClPh --SO.sub.2 -- Single --C(Me).sub.2 -- Bond3-2191 Sub-40 3,4-diClPh --SO.sub.2 -- Single --C(Me).sub.2 -- Bond3-2192 Sub-41 3,4-diClPh --SO.sub.2 -- Single --C(Me).sub.2 -- Bond3-2193 Sub-42 3,4-diClPh --SO.sub.2 -- Single --C(Me).sub.2 -- Bond3-2194 Sub-84 3,4-diClPh --SO.sub.2 -- Single --C(Me).sub.2 -- Bond3-2195 Sub-81 3,4-diClPh --SO.sub.2 -- Single --C(Me).sub.2 -- Bond3-2196 Sub-48 3,4-diClPh --SO.sub.2 -- Single --C(Me).sub.2 -- Bond3-2197 Sub-37 4-ClPh --SO.sub.2 -- Single --C(Me).sub.2 -- Bond3-2198 Sub-38 4-ClPh --SO.sub.2 -- Single --C(Me).sub.2 -- Bond3-2199 Sub-39 4-ClPh --SO.sub.2 -- Single --C(Me).sub.2 -- Bond3-2200 Sub-40 4-ClPh --SO.sub.2 -- Single --C(Me).sub.2 -- Bond3-2201 Sub-41 4-ClPh --SO.sub.2 -- Single --C(Me).sub.2 -- Bond3-2202 Sub-42 4-ClPh --SO.sub.2 -- Single --C(Me).sub.2 -- Bond3-2203 Sub-84 4-ClPh --SO.sub.2 -- Single --C(Me).sub.2 -- Bond3-2204 Sub-81 4-ClPh --SO.sub.2 -- Single --C(Me).sub.2 -- Bond3-2205 Sub-48 4-ClPh --SO.sub.2-- Single --C(Me).sub.2 -- Bond3-2206 Sub-37 4-FPh --SO.sub.2 -- Single --C(Me).sub.2 -- Bond3-2207 Sub-38 4-FPh --SO.sub.2 -- Single --C(Me).sub.2 -- Bond3-2208 Sub-39 4-FPh --SO.sub.2 -- Single --C(Me).sub.2 -- Bond3-2209 Sub-40 4-FPh --SO.sub.2 -- Single --C(Me).sub.2 -- Bond3-2210 Sub-41 4-FPh --SO.sub.2 -- Single --C(Me).sub.2 -- Bond3-2211 Sub-42 4-FPh --SO.sub.2 -- Single --C(Me).sub.2 -- Bond3-2212 Sub-84 4-FPh --SO.sub.2 -- Single --C(Me).sub.2 -- Bond3-2213 Sub-81 4-FPh --SO.sub.2 -- Single --C(Me).sub.2 -- Bond3-2214 Sub-48 4-FPh --SO.sub.2 -- Single --C(Me).sub.2 -- Bond3-2215 Sub-37 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-2216 Sub-38 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-2217 Sub-39 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-2218 Sub-40 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-2219 Sub-41 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-2220 Sub-42 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-2221 Sub-84 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-2222 Sub-81 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-2223 Sub-48 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-2224 Sub-37 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-2225 Sub-38 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-2226 Sub-39 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-2227 Sub-40 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-2228 Sub-41 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-2229 Sub-42 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-2230 Sub-84 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-2231 Sub-81 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-2232 Sub-48 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-2233 Sub-37 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-2234 Sub-38 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-2235 Sub-39 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-2236 Sub-40 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-2237 Sub-41 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-2238 Sub-42 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-2239 Sub-84 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-2240 Sub-81 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-2241 Sub-48 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --3-2242 Sub-37 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-2243 Sub-38 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-2244 Sub-39 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-2245 Sub-40 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-2246 Sub-41 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-2247 Sub-42 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-2248 Sub-84 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-2249 Sub-81 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-2250 Sub-48 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-2251 Sub-37 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-2252 Sub-38 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-2253 Sub-39 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-2254 Sub-40 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-2255 Sub-41 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-2256 Sub-42 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-2257 Sub-84 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-2258 Sub-81 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-2259 Sub-48 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-2260 Sub-37 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-2261 Sub-38 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-2262 Sub-39 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-2263 Sub-40 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-2264 Sub-41 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-2265 Sub-42 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-2266 Sub-84 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-2267 Sub-81 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-2268 Sub-48 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 CH.sub.2 --3-2269 Sub-37 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-2270 Sub-38 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-2271 Sub-39 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-2272 Sub-40 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-2273 Sub-41 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-2274 Sub-42 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-2275 Sub-84 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-2276 Sub-81 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-2277 Sub-48 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-2278 Sub-37 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-2279 Sub-38 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-2280 Sub-39 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-2281 Sub-40 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-2282 Sub-41 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-2283 Sub-42 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-2284 Sub-84 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-2285 Sub-81 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-2286 Sub-48 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-2287 Sub-37 4-FPh --SO.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-2288 Sub-38 4-FPh --SO.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-2289 Sub-39 4-FPh --SO.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-2290 Sub-40 4-FPh --SO.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-2291 Sub-41 4-FPh --SO.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-2292 Sub-42 4-FPh --SO.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-2293 Sub-84 4-FPh --SO.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-2294 Sub-81 4-FPh --SO.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-2295 Sub-48 4-FPh --SO.sub.2 -- --CH.sub.2 -- --(CH.sub.2).sub.3 --3-2296 Sub-37 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-2297 Sub-38 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-2298 Sub-39 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-2299 Sub-40 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-2300 Sub-41 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-2301 Sub-42 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-2302 Sub-84 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-2303 Sub-81 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-2304 Sub-48 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-2305 Sub-37 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-2306 Sub-38 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-2307 Sub-39 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-2308 Sub-40 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-2309 Sub-41 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-2310 Sub-42 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-2311 Sub-84 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-2312 Sub-81 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-2313 Sub-48 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-2314 Sub-37 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-2315 Sub-38 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-2316 Sub-39 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-2317 Sub-40 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-2318 Sub-41 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-2319 Sub-42 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-2320 Sub-84 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-2321 Sub-81 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-2322 Sub-48 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 C(Me).sub.2 --3-2323 Sub-37 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2324 Sub-38 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2325 Sub-39 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2326 Sub-40 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2327 Sub-41 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2328 Sub-42 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2329 Sub-84 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2330 Sub-81 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2331 Sub-48 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2332 Sub-37 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2333 Sub-38 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2334 Sub-39 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2335 Sub-40 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr3-2336 Sub-41 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2337 Sub-42 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2338 Sub-84 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2339 Sub-81 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2340 Sub-48 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2341 Sub-37 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2342 Sub-38 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2343 Sub-39 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2344 Sub-40 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2345 Sub-41 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2346 Sub-42 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2347 Sub-84 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2348 Sub-81 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2349 Sub-48 4-FPh --SO.sub.2 -- --CH.sub.2 -- --CH.sub.2 --cPr--3-2350 Sub-37 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2351 Sub-38 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2352 Sub-39 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2353 Sub-40 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2354 Sub-41 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2355 Sub-42 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2356 Sub-84 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2357 Sub-81 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2358 Sub-48 3,4-diClPh --SO.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2359 Sub-37 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2360 Sub-38 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2361 Sub-39 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2362 Sub-40 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2363 Sub-41 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2364 Sub-42 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2365 Sub-84 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2366 Sub-81 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2367 Sub-48 4-ClPh --SO.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2368 Sub-37 4-FPh --SO.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2369 Sub-38 4-FPh --SO.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2370 Sub-39 4-FPh --SO.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2371 Sub-40 4-FPh --SO.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2372 Sub-41 4-FPh --SO.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2373 Sub-42 4-FPh --SO.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2374 Sub-84 4-FPh --SO.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2375 Sub-81 4-FPh --SO.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --3-2376 Sub-48 4-FPh --SO.sub.2 -- --CH.sub.2 -- --C(Me).sub.2 --______________________________________
Of the compounds listed above, the following are preferred, that is to say Compounds No. 1-1025 to 1-1536, 2-1537 to 2-1728, 2-1825 to 2-1920, 2-1969 to 2-2016, 2-2113 to 2-2160, 2-2257 to 2-2352, 3-1 to 3-64, and 3-97 to 3-160.
More preferred compounds are Compounds No. 1-1089 to 1-1120, 1-1217 to 1-1280, 1-1313 to 1-1344, 1-1505 to 1-1536, 2-1825 to 2-1920, 2-1969 to 2-2016, 2-2257 to 2-2352, 3-5 to 3-11, 3-17, 3-18, 3-37 to 3-43, 3-49, 3-50, 3-101 to 3-107, 3-113, 3-114, 3-133 to 3-139, 3-145 and 3-146.
Still more preferred compounds 1-1089 to 1-1120, 1-1313 to 1-1344, 2-1969 to 2-2016, 3-7, 3-8, 3-10, 3-11, 3-39, 3-40, 3-42, 3-43, 3-103, 3-104, 3-106, 3-107, 3-135, 3-136, 3-138, and 3-139.
The most preferred compounds of the present invention are as follows:
1-{2-[5-(3,4-dichlorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethyl}-4-phenylpiperidine-4-carboxamide;
1-{2-[5-(3,4-dichlorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethyl}-4-phenylpiperidine-4-(N,N-dimethylcarboxamide);
1-{2-[5-(3,4-dichlorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethyl}-4-(2-pyridyl)piperidine-4-carboxamide;
1-{2-[5-(3,4-dichlorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethyl}-4-(3-pyridyl)piperidine-4-carboxamide;
1-{2-[5-(3,4-dichlorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethyl}-4-(4-pyridyl)piperidine-4-carboxamide;
1-{2-[5-(4-chlorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethyl}-4-phenylpiperidine-4-carboxamide;
1-{2-[5-(4-chlorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethyl}-4-phenylpiperidine-4-(N,N-dimethylcarboxamide);
1-{2-[5-(4-chlorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethyl}-4-(2-pyridyl)piperidine-4-carboxamide;
1-{2-[5-(4-chlorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethyl}-4-(3-pyridyl)piperidine-4-carboxamide;
1-{2-[5-(4-chlorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethyl}-4-(4-pyridyl)piperidine-4-carboxamide;
1-{2-[5-(4-fluorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethyl}-4-phenylpiperidine-4-carboxamide;
1-{2-[5-(4-fluorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethyl}-4-phenylpiperidine-4-(N,N-dimethylcarboxamide);
1-{2-[5-(4-fluorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethyl}-4-(2-pyridyl)piperidine-4-carboxamide;
1-{2-[5-(4-fluorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethyl}-4-(3-pyridyl)piperidine-4-carboxamide;
1-{2-[5-(4-fluorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethyl}-4-(4-pyridyl)piperidine-4-carboxamide;
1-{2-[2-(3,4-dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}-4-phenylpiperidine-4-carboxamide;
1-{2-[2-(3,4-dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}-4-phenylpiperidine-4-(N,N-dimethylcarboxamide);
1-{2-[2-(3,4-dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}-4-phenyl-4-(pyrrolidin-1-ylcarbonyl)piperidine;
1-{2-[2-(3,4-dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}-4-morpholinocarbonyl-4-phenylpiperidine;
1-{2-[2-(4-chlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}-4-phenylpiperidine-4-carboxamide;
1-{2-[2-(4-chlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl]-4-phenylpiperidine-4-(N,N-dimethylcarboxamide);
1-{2-[2-(4-fluorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl]-4-phenylpiperidine-4-carboxamide;
1-{2-[2-(4-fluorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}-4-phenylpiperidine-4-(N,N-dimethylcarboxamide);
1-{2-[2-(3,4-dichlorophenyl)-4-(3-methoxybenzoyl)morpholin-2-yl]ethyl}-4-phenylpiperidine-4-carboxamide;
1-{2-[2-(3,4-dichlorophenyl)-4-(3-methoxybenzoyl)morpholin-2-yl]ethyl}-4-phenylpiperidine-4-(N,N-dimethylcarboxamide);
1-{2-[2-(3,4-dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}spiro[isobenzofuran-1(3H),4'-piperidine];
1-{2-[2-(3,4-dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}spiro[benzo[c]thiophene-1(3H),4'-piperidine];
1-{2-[2-(3,4-dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}spiro[benzo[c]thiophene-1(3H),4'-piperidine]-2-oxide;
1-{2-[2-(3,4-dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}spiro[isoquinoline-1(2H),4'-piperidine]-3(4H)-one;
1-{2-[2-(3,4-dichlorophenyl)-4-(3-methoxybenzoyl)morpholin-2-yl]ethyl}spiro[isobenzofuran-1(3H),4'-piperidine];
1-{2-[2-(3,4-dichlorophenyl)-4-(3-methoxybenzoyl)morpholin-2-yl]ethyl}spiro[benzo[c]thiophene-1(3H),4'-piperidine];
1-{2-[2-(3,4-dichlorophenyl)-4-(3-methoxybenzoyl)morpholin-2-yl]ethyl}spiro[benzo[c]thiophene-1(3H),4'-piperidine]-2-oxide;
1-{2-[2-(3,4-dichlorophenyl)-4-(3-methoxybenzoyl)morpholin-2-yl]ethyl}spiro[isoquinoline-1(2H),4'-piperidine]-3(4H)-one;
1-{2-[(5R)-(3,4-dichlorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethyl}spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide;
1-{2-[(5R)-(4-chlorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethyl}spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide;
1-{2-[(5R)-(3,4-fluorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethyl}spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide;
1-{2-[(2R)-(3,4-dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide;
1-{2-[(2R)-(4-chlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide;
1-{2-[(2R)-(4-fluorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide;
1-{2-[(2R)-(3,4-dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)hexahydro-1,4-oxazepin-2-yl]ethyl}spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide;
1-{2-[(2R)-(4-chlorophenyl)-4-(3,4,5-trimethoxybenzoyl)hexahydro-1,4-oxazepin-2-yl]ethyl}spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide;
1-{2-[(2R)-(4-fluorophenyl)-4-(3,4,5-trimethoxybenzoyl)hexahydro-1,4-oxazepin-2-yl]ethyl}spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide;
1-{2-[(2R)-(3,4-dichlorophenyl)-4-(3-isopropoxyphenylacetyl)morpholin-2-yl]ethyl}spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide;
1-{2-[(2R)-(4-chlorophenyl)-4-(3-isopropoxyphenylacetyl)morpholin-2-yl]ethyl}spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide;
1-{2-[(2R)-(4-fluorophenyl)-4-(3-isopropoxyphenylacetyl)morpholin-2-yl]ethyl}spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide; and
1-{2-[(2R)-(3,4-dichlorophenyl)-5,5-dimethyl-4-(3,4,5-trimethoxybenzoyl)-morpholin-2-yl]ethyl}spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide.
The compounds of the present invention may be prepared by a variety of processes well known for the preparation of compounds of this type, for example as illustrated by the following Reaction Schemes A to J. ##STR12## wherein R.sup.1, R.sup.2, A, B, D, E, G and L are as defined above.
X, X', Y, Y' and Y" may be any group or atom which is capable of being eliminated as a nucleotide residue and are not specifically limited. Preferred examples of such groups and atoms include: halogen atoms, such as the chlorine, bromine and iodine atoms; trihalomethoxy groups, such as the trichloromethoxy group; alkanesulfonyloxy groups having from 1 to 6 carbon atoms, such as the methanesulfonyloxy and ethanesulfonyloxy groups; haloalkanesulfonyloxy groups having from 1 to 6 carbon atoms, such as the trifluoromethanesulfonyloxy and pentafluoroethanesulfonyloxy groups; and arylsulfonyloxy groups, such as the benzenesulfonyloxy, p-toluenesulfonyloxy and p-nitrobenzenesulfonyloxy groups. Of these, we prefer the halogen atoms and the alkanesulfonyl groups.
X may bond with R.sup.10 to represent a single bond. In this case, the compound of formula (III) becomes an acid anhydride.
E' represents a group corresponding to the group represented by E, but in which the number of carbon atoms is one less than that of the alkylene group having from 1 to 4 carbon atoms or of the cycloalkane-1,1-diylmethyl group or of the cycloalkane-1,1-di(ylmethyl)group.
G' represents a group corresponding to the group represented by G, but in which the number of carbon atoms is one less than that of the alkylene group having from 1 to 4 carbon atoms or of the alkylene group having from 2 to 4 carbon atoms.
R.sup.10 represents a carboxy-protecting group which can be cleaved by a chemical process, such as hydrogenolysis, hydrolysis, electrolysis, or photolysis. Preferred examples of such protecting groups used in the reaction include:
alkyl groups having from 1 to 6 carbon atoms, such as those exemplified above in relation to R.sup.5 etc.;
alkenyl groups having from 2 to 6 carbon atoms, such as the vinyl, 1-propenyl, 2-propenyl, 1-methyl-2-propenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 2-methyl-2-propenyl, 2-ethyl-2-propenyl, 1-butenyl, 2-butenyl, 1-methyl-2-butenyl, 1-methyl-1-butenyl, 3-methyl-2-butenyl, 1-ethyl-2-butenyl, 3-butenyl, 1-methyl-3-butenyl, 2-methyl-3-butenyl, 1-ethyl-3-butenyl, 1-pentenyl, 2-pentenyl, 1-methyl-2-pentenyl, 2-methyl-2-pentenyl, 3-pentenyl, 1-methyl-3-pentenyl, 2-methyl-3-pentenyl, 4-pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, and 5-hexenyl groups;
alkynyl groups having from 2 to 6 carbon atoms, such as the ethynyl, 2-propynyl, 1-methyl-2-propynyl, 2-butynyl, 1-methyl-2-butynyl, 1-ethyl-2-butynyl, 3-butynyl, 1-methyl-3-butynyl, 2-methyl-3-butynyl, 1-ethyl-3-butynyl, 2-pentynyl, 1-methyl-2-pentynyl, 4-methyl-2-pentynyl, 3-pentynyl, 1-methyl-3-pentynyl, 2-methyl-3-pentynyl, 4-pentynyl, 1-methyl-4-pentynyl, 2-methyl-4-pentynyl, 2-hexynyl, 3-hexynyl, 4-hexynyl, and 5-hexynyl groups;
haloalkyl groups having from 1 to 6 carbon atoms, such as those exemplified above in relation to substituents .alpha.;
hydroxyalkyl groups, such as the hydroxymethyl, 2-hydroxyethyl, 2,3-dihydroxypropyl, 3-hydroxypropyl, 3,4-dihydroxybutyl, and 4-hydroxybutyl groups;
aliphatic acyl-substituted alkyl groups, such as the acetylmethyl group;
aralkyl groups, such as those exemplified above in relation to R.sup.5 etc.; and
silyl groups, such as those exemplified above in relation to ester groups.
R.sup.11 represents a hydroxy-protecting group which can be cleaved by a chemical process, such as hydrogenolysis, hydrolysis, electrolysis, or photolysis. Preferred examples of such protecting groups include:
acyl groups (including alkanoyl, haloalkanoyl, alkoxyalkanoyl, alkenoyl and alkynoyl groups), such as those exemplified above in relation to R.sup.5 etc.;
aromatic acyl groups (including halogen-substituted, alkyl-substituted, alkoxy-substituted, nitro-substituted, alkoxycarbonyl-substituted and aryl-substituted aromatic acyl groups), such as those exemplified above in relation to R.sup.5 ;
tetrahydropyranyl or tetrahydrothiopyranyl groups, such as those exemplified above in relation to ester groups;
tetrahydrofuranyl or tetrahydrothiofuranyl groups, such as those exemplified above in relation to ester groups;
silyl groups, such as those exemplified above in relation to ester groups alkoxymethyl groups, such as those exemplified above in relation to ester groups;
substituted ethyl groups, such as those exemplified above in relation to ester groups;
aralkyl groups, such as those exemplified above in relation to R.sup.5 etc.;
alkoxycarbonyl groups, such as those exemplified above in relation to substituents .alpha.;
alkenyloxycarbonyl groups, such as those exemplified above in relation to ester groups; and
aralkyloxycarbonyl groups, such as those exemplified above in relation to ester groups.
R.sup.12 represents a hydrogen atom or a hydroxy-protecting group, as exemplified above in relation to R.sup.11.
Step A1
In this Step, a compound of formula (IV) is prepared by reacting a compound of formula (II) according to the Friedel-Crafts reaction with an acid derivative of formula (III) in the presence of a Lewis acid and in a solvent (Step A1a), optionally esterifying the resultant free carboxylic acid with a group of formula R.sup.10 when the acid derivative of formula (III) is an acid anhydride (Step A1b), and then converting a carbonyl group into an exo-methylene group according to the Wittig reaction in a solvent in the presence of a base (Step A1c).
Step A1a
There is no particular restriction on the nature of the Lewis acids used in the Friedel-Crafts reaction, and any Lewis acid commonly used in reactions of this type may equally be used here. Examples of such Lewis acids include: tri(C.sub.1 -C.sub.6 alkyl)silyl trifluoromethanesulfonates, such as trimethylsilyl trifluoromethanesulfonate; aluminum salts, such as aluminum chloride; tin salts, such as tin tetrachloride; zinc salts, such as zinc bromide; titanium salts, such as titanium tetrachloride; perchlorates, such as trimethylsilyl perchlorate or triphenylmethyl perchlorate. Of these, we prefer the aluminum salts and the titanium salts, aluminum chloride being particularly preferred.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethyoxyethane and diethylene glycol dimethyl ether; nitro compounds, such as nitroethane and nitrobenzene. Of these, we particularly prefer the halogenated hydrocarbons.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -10 to 150.degree. C., more preferably from 0 to 100.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 30 minutes to 24 hours, more preferably from 1 to 12 hours, will usually suffice.
Step A1b
When the esterification of this Step is alkylation, the reaction may be accomplished by any one of the following processes.
Step A1b(i)
Alkylation may be accomplished by reacting the resulting carboxylic acid with a compound of formula R.sup.10 --X', wherein:
R.sup.10 is as defined above; and
X' represents a group capable of being eliminated as a nucleophilic residue, such as halogen atom (e.g. a chlorine, bromine or iodine atom); and alkanesulfonyloxy group having from 1 to 6 carbon atoms (e.g. a methanesulfonyloxy or ethanesulfonyloxy group); a haloalkanesulfonyloxy group having from 1 to 6 carbon atoms (e.g. a trifluoromethanesulfonyloxy or pentafluoroethanesulfonyloxy group); an arylsulfonyloxy group (e.g. a benzenesulfonyloxy, p-toluenesulfonyloxy or p-nitrobenzenesulfonyloxy group).
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aliphatic hydrocarbons, such as hexane or heptane; aromatic hydrocarbons, such as benzene, toluene or xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene or dichlorobenzene; ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane or diethylene glycol dimethyl ether; ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone, isophorone or cyclohexanone; nitriles, such as acetonitrile or isobutyronitrile; amides, such as formamide, dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, N-methylpyrrolidinone and hexamethylphosphoric triamide.
The reaction is also normally and preferably carried out in the presence of a base. There is likewise no particular restriction on the nature of the bases used, and any base commonly used in reactions of this type may equally be used here. Examples of such bases include: alkali metal carbonates, such as sodium carbonate, potassium carbonate and lithium carbonate; alkali metal hydrogencarbonates, such as sodium hydrogencarbonate, potassium hydrogencarbonate and lithium hydrogencarbonate; alkali metal hydrides, such as lithium hydride, sodium hydride, and potassium hydride; alkali metal hydroxides, such as sodium hydroxide, potassium hydroxide, barium hydroxide and lithium hydroxide; alkali metal fluorides, such as, lithium fluoride, sodium fluoride, and potassium fluoride; alkali metal alkoxides, such as sodium methoxide, sodium ethoxide, potassium methoxide, potassium ethoxide, potassium t-butoxide and lithium methoxide; alkali metal mercaptans, such as sodium methylmercaptan and sodium ethylmercaptan; organic bases, such as N-methylmorpholine, triethylamine, tributylamine, diisopropylethylamine, dicyclohexylamine, N-methylpiperidine, pyridine, 4-pyrrolidinopyridine, picoline, 4-(N,N-dimethylamino)pyridine, 2,6-di(t-butyl)-4-methylpyridine, quinoline, N,N-dimethylaniline, N,N-diethylaniline, 1,5-diazabicyclo[4.3.0]non-5-ene (DBN), 1,4-diazabicyclo[2.2.2]octane (DABCO), 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU); and organic metal bases, such as butyllithium, lithium diisopropylamide and lithium bis(trimethylsilyl)amide.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -20 to 120.degree. C., more preferably from 0 to 80.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 0.5 to 10 hours will usually suffice.
Step A1b(ii)
Alkylation may be accomplished by reacting the resulting carboxylic acid with a compound of formula R.sup.10 --OH [wherein R.sup.10 is as defined above], using a condensing agent.
There is no particular restriction on the nature of the condensing agents used, and any condensing agent commonly used in reactions of this type may equally be used here. Examples of such condensing agents include:
(1) a combination of a phosphonate (e.g. diphenylphosphoryl azide or diethyl cyanophosphonate) and one or more of the bases described below;
(2) a carbodiimide (e.g. 1,3-dicyclohexylcarbodiimide, 1,3-diisopropylcarbodiimide or 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide); a combination of one or more of the above carbodiimides and one or more of the bases described below; or a combination of one or more of the above carbodiimides and an N-hydroxy compound (e.g. N-hydroxysuccinimide, 1-hydroxybenzotriazole or N-hydroxy-5-norbornene-2,3-dicarboxyimide);
(3) combination of a disulfide (e.g. 2,2'-dipyridyl disulfide or 2,2'-dibenzothiazolyl disulfide, etc.) and a phosphine (e.g. triphenylphosphine or tributylphosphine);
(4) a carbonate [e.g. N,N'-disuccinimidyl carbonate, di-2-pyridyl carbonate or S,S'-bis(1-phenyl-1H-tetrazol-5-yl)dithiocarbonate];
(5) a phosphinic chloride [e.g. N,N'-bis(2-oxo-3-oxazolidinyl)phosphinic chloride];
(6) an oxalate [e.g. N,N'-disuccinimidyl oxalate, N,N'-diphthalimide oxalate, N,N'-bis(5-norbornene-2,3-dicarboxyimidyl)oxalate, 1,1'-bis(benzotriazolyl)oxalate, 1,1'-bis(6-chlorobenzotriazolyl)oxalate or 1,1'-bis(6-trifluoromethylbenzotriazolyl)oxalate];
(7) a combination of one or more of the above phosphines and one or more azodicarboxylates or azodicarboxyamides [e.g. diethyl azodicarboxylate, 1,1'-azodicarbonyl)dipiperidine]; or a combination of one or more of the above phosphines and one or more of the bases described below;
(8) an N-alkyl-5-arylisoxazolium-3'-sulfonate, in which the alkyl part has from 1 to 6 carbon atoms and the aryl part is as defined and exemplified above in relation to R.sup.1 etc. (e.g. N-ethyl-5-phenylisoxazolium-3'-sulfonate);
(9) a diheteroaryldiselenide (e.g. di-2-pyridyldiselenide);
(10) an arylsulfonyltriazolide in which the aryl part is as defined and exemplified above in relation to R.sup.1 etc. (e.g. p-nitrobenzenesulfonyltriazolide);
(11) a 2-halo-1-alkylpyridinium halide, in which the alkyl part has from 1 to 6 carbon atoms (e.g. 2-chloro-1-methylpyridinium iodide);
(12) an imidazole (e.g. 1,1'-oxalyldiimidazole, N,N'-carbonyldiimidazole);
(13) a 3-alkyl-2-halogen-benzothiazolium fluoroborate, in which the alkyl part has from 1 to 6 carbon atoms (e.g. 3-ethyl-2-chloro-benzothiazolium fluoroborate);
(14) a 3-alkyl-benzothiazole-2-serone, in which the alkyl part has from 1 to 6 carbon atoms (e.g. 3-methyl-benzothiazol-2-serone);
(15) a phosphate (e.g. phenyldichlorophosphate or polyphosphate);
(16) a halosulfonyl isocyanate (e.g. chlorosulfonyl isocyanate);
(17) a halosilane (e.g. trimethylsilyl chloride or triethylsilyl chloride);
(18) a combination of an alkanesulfonyl halide having from 1 to 6 carbon atoms (e.g. methanesulfonyl chloride) and one or more of the bases described below; and
(19) an N,N,',N'-tetraalkyl haloformamidium chlorides, in which each alkyl group has from 1 to 6 carbon atoms (e.g. N,N,N',N'-tetramethylchloroformamidium chloride).
Of these, we prefer the carbodiimides or a combination of a phosphine and an azodicarboxylate or azodicarboxyamide.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aliphatic hydrocarbons, such as hexane and heptane; aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; esters, such as ethyl formate, ethyl acetate, propyl acetate, butyl acetate and diethyl carbonate; ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether; nitriles, such as acetonitrile and isobutyronitrile; amides, such as formamide, dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, N-methylpyrrolidinone and hexamethylphosphoric triamide
There is likewise no particular restriction on the nature of the bases used, and any base commonly used in reactions of this type may equally be used here. Examples of such bases include: organic bases, such as N-methylmorpholine, triethylamine, tributylamine, diisopropylethylamine, dicyclohexylamine, N-methylpiperidine, pyridine, 4-pyrrolidinopyridine, picoline, 4-(N,N-dimethylamino)pyridine, 2,6-di(t-butyl)-4-methylpyridine, quinoline, N,N-dimethylaniline and N,N-diethylaniline.
If desired, 4-(N,N-dimethylamino)pyridine or 4-pyrrolidinopyridine can be used in a catalytic amount in combination with one or more of the other bases. The efficiency of the reaction may also, if desired, be improved by conducting it in the presence of one or more of the following: dehydrating agents (e.g. molecular sieves), quaternary ammonium salts (e.g. benzyltriethylammonium chloride or tetrabutylammonium chloride), crown ethers (e.g. dibenzo-18-crown-6) and acid scavengers (e.g. 3,4-dihydro-2H-pyrido[1,2-a]pyrimidin-2-one).
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -20.degree. to 80.degree. C., more preferably from 0.degree. C. to room temperature. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 10 minutes to 3 days, more preferably from 30 minutes to 1 day, will usually suffice.
Step A1b(iii)
Introduction of a lower alkyl protecting group by alkylation may be accomplished by reacting the resulting carboxylic acid with a corresponding alcohol (e.g. methanol, ethanol, propanol or butanol).
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: the same alcohols as those of the reagent; aliphatic hydrocarbons, such as hexane or heptane; aromatic hydrocarbons, such as benzene, toluene or xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene or dichlorobenzene; ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane or diethylene glycol dimethyl ether; ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone, isophorone or cyclohexanone; nitriles, such as acetonitrile or isobutyronitrile; amides, such as formamide, dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, N-methylpyrrolidinone or hexamethylphosphoric triamide. Of these, we particularly prefer the same alcohols as those of the reagent.
The reaction is carried out in the presence of an acid catalyst. There is likewise no particular restriction on the nature of the acid catalysts used, and any acid catalyst commonly used in reactions of this type may equally be used here. Examples of such acid catalysts include: Bro.o slashed.nsted acids, such as inorganic acids (e.g. hydrogen chloride, hydrogen bromide, sulfuric acid, perchloric acid or phosphoric acid) and organic acids (e.g. acetic acid, formic acid, oxalic acid, methanesulfonic acid, p-toluenesulfonic acid, trifluoroacetic acid or trifluoromethanesulfonic acid); and Lewis acids (e.g. boron trichloride, boron trifluoride or boron tribromide) or acidic ion-exchange resins.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from 0.degree. to 150.degree. C., more preferably from 50 to 100.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 10 minutes to 24 hours, more preferably from 30 minutes to 5 hours, will usually suffice.
Step A1c
In the Wittig reaction, there is likewise no particular restriction on the nature of the Wittig reagents used, and any Wittig reagent commonly used in reactions of this type may equally be used here. Examples of such Wittig reagents include: methyltriphenylphosphonium halides, such as methyltriphenylphosphonium bromide and methyltriphenylphosphonium iodide.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; ethers, such as diethyl ether, diisopropyl ether and tetrahydrofuran; nitriles, such as acetonitrile and isobutyronitrile; amides, such as formamide, dimethylformamide, dimethylacetamide and hexamethylphosphoric triamide; and sulfoxides, such as dimethyl sulfoxide and sulfolane. Of these, we particularly prefer the aromatic hydrocarbons, most preferably benzene.
There is likewise no particular restriction on the nature of the bases used, and any base commonly used in reactions of this type may equally be used here. Examples of such bases include: alkali metal carbonates, such as sodium carbonate, potassium carbonate and lithium carbonate; alkali metal hydrogencarbonates, such as sodium hydrogencarbonate, potassium hydrogencarbonate and lithium hydrogencarbonate; alkali metal hydrides, such as lithium hydride, sodium hydride and potassium hydride; alkali metal and alkaline earth metal hydroxides, such as sodium hydroxide, potassium hydroxide, barium hydroxide and lithium hydroxide; alkali metal fluorides, such as sodium fluoride and potassium fluoride; and alkali metal alkoxides, such as sodium methoxide, sodium ethoxide, potassium methoxide, potassium ethoxide, potassium t-butoxide and lithium methoxide. Of these, we particularly prefer the alkali metal hydrides and alkali metal alkoxides, most preferably the alkali metal alkoxides.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -20.degree. to 100.degree. C., more preferably from 0.degree. to 50.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 10 minutes to 24 hours, more preferably from 30 minutes to 12 hours, will usually suffice.
Step A2
In the Step a command of formula (V) is prepared by reducing the ester compound of formula (IV)(which may have been prepared as described in Step A1) in a solvent using a reducing agent to convert the ester group into a primary hydroxy group and then protecting this hydroxy group with a group R.sup.11.
There is no particular restriction on the nature of the reducing agents used, and any reducing agent commonly used in reactions of this type may equally be used here. Examples of such reducing agents include: hydride reagents, such as alkali metal borohydrides (e.g. sodium borohydride or lithium borohydride), aluminum hydride compounds (e.g. lithium aluminum hydride or lithium tri-t-butoxyaluminohydride), sodium tellurium hydride and organic aluminum hydride reducing agents [e.g. diisobutylaluminum hydride or sodium bis(methoxyethoxy)aluminum hydride]. Of these, we particularly prefer the aluminum hydride compounds and organic aluminum hydride reducing agents, most preferably the aluminum hydride compounds.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; and ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether. Of these, we particularly prefer the ethers, most preferably diethyl ether and tetrahydrofuran.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -78.degree. to 50.degree. C., more preferably from -20.degree. to 20.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 5 minutes to 24 hours, more preferably from 10 minutes to 2 hours, will usually suffice.
Introduction of the protecting group R.sup.11 may be accomplished by any one of the following processes.
Step A2(i)
The protecting group R.sup.11 may be introduced by reacting the unprotected compound with a suitable amount, preferably from 1 to 4 equivalents (more preferably from 2 to 3 equivalents) of a compound of formula R.sup.11 --X" or R.sup.11 --O--R.sup.11 (R.sup.11 in the latter compound should be a group of the acyl type)
wherein
R.sup.11 is as defined above, preferably a silyl group, of which, we particularly prefer the t-butyldimethylsilyl group;
X" represents any group capable of being eliminated as a nucleophilic residue, for example: a halogen atom, such as a chlorine, bromine or iodine atom; an alkoxycarbonyloxy group having from 1 to 6 carbon atoms in the alkoxy part, such as a methoxycarbonyloxy or ethoxycarbonyloxy group; a haloalkanoyloxy group having from 2 to 6 carbon atoms, such as a chloroacetoxy, dichloroacetoxy, trichloroacetoxy or trifluoroacetoxy group; an alkanesulfonyloxy group having from 1 to 6 carbon atoms, such as a methanesulfonyloxy or ethanesulfonyloxy group; a haloalkanesulfonyloxy group having from 1 to 6 carbon atoms, such as a trifluoromethanesulfonyloxy or pentafluoroethanesulfonyloxy group; an arylsulfonyloxy group in which the aryl part is as defined and exemplified above in relation to R.sup.1 etc., such as a benzenesulfonyloxy, p-toluenesulfonyloxy or p-nitrobenzenesulfonyloxy group. Of these, we particularly prefer the halogen atoms, the alkanesulfonyloxy groups and the arylsulfonyloxy groups.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aliphatic hydrocarbons, such as hexane and heptane; aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; esters, such as ethyl formate, ethyl acetate, propyl acetate, butyl acetate and diethyl carbonate; ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether; nitriles, such as acetonitrile and isobutyronitrile; amides, such as formamide, dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, N-methylpyrrolidine and hexamethylphosphoric triamide. Of these, we particularly prefer the amides.
The reaction may be carried out in the presence of a base. There is likewise no particular restriction on the nature of the bases used, and any base commonly used in reactions of this type may equally be used here. Examples of such bases include: organic bases such as N-methylmorpholine, triethylamine, tributylamine, diisopropylethylamine, dicyclohexylamine, N-methylpiperidine, pyridine, 4-pyrrolidinopyridine, picoline, 4-(N,N-dimethylamino)pyridine, 2,6-di(t-butyl)-4-methylpyridine, imidazole, quinoline, N,N-dimethylaniline and N,N,-diethylaniline. Of these, we particularly prefer triethylamine and 4-(N,N-dimethylamino)pyridine.
Furthermore, 4-(N,N-dimethylamino)pyridine or 4-pyrrolidinopyridine can be used in a catalytic amount in combination with one or more of the other bases. The efficiency of the reaction may, if desired, be further improved by carrying it out in the presence of one or more of the following quaternary ammonium salts (e.g. benzyltriethylammonium chloride or tetrabutylammonium chloride) and crown ethers (e.g. dibenzo-18-crown-6).
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -20.degree. to 100.degree. C., more preferably from -10.degree. to 50.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 10 minutes to 1 day, more preferably from 30 minutes to 10 hours, will usually suffice.
Specific examples of the compound of formula R.sup.11 --X include: acyl halides, such as aliphatic acyl halides (e.g. acetal chloride, propionyl chloride, butyryl bromide, valeryl chloride and hexanoyl chloride); alkoxycarbonyl halides having from 1 to 6 carbon atoms in the alkoxy part (e.g. methoxycarbonyl chloride, methoxycarbonyl bromide, ethoxycarbonyl chloride, propoxycarbonyl chloride, butoxycarbonyl chloride and hexyloxycarbonyl chloride); arylcarbonyl halides (e.g. benzoyl chloride, benzoyl bromide and naphthoyl chloride); and silyl halides, such as t-butyldimethylsilyl chloride, trimethylsilyl chloride, triethylsilyl chloride, triethylsilyl bromide, triisopropylsilyl chloride, dimethylisopropylsilyl chloride, diethylisopropylsilyl chloride, t-butyldiphenylsilyl chloride, diphenylmethylsilyl chloride, triphenylsilyl chloride or corresponding silyl trifluoromethanesulfonates; aralkyl halides, such as benzyl chloride and benzyl bromide; carbonyloxyalkyl halides having from 1 to 6 carbon atoms in the alkyl part, such as pivaloyloxymethyl chloride and ethoxycarbonyloxymethyl chloride.
Specific examples of the compound of formula R.sup.11 --O--R.sup.11 : include aliphatic carboxylic anhydrides, such as acetic anhydride, propionic anhydride, valeric anhydride and hexanoic anhydride. An mixed acid anhydride (e.g. a mixed anhydride of formic acid and acetic acid) can also be used.
Step A2(ii)
The protecting group R.sup.11 may be introduced by reacting the unprotected compound with a compound of formula R.sup.11 --OH [wherein R.sup.11 is one of the groups of the acyl type included in those defined above] in a solvent in the presence of a condensing agent, as exemplified above in relation to Step A1b(ii), and in the presence or absence of a base.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aliphatic hydrocarbons, such as hexane and heptane; aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; esters, such as ethyl formate, ethyl acetate, propyl acetate, butyl acetate and diethyl carbonate; ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether; nitriles, such as acetonitrile and isobutyronitrile; amides, such as formamide, dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, N-methylpyrrolidinone and hexamethylphosphoric triamide.
The base used in Step A2(ii) may be any of those exemplified above in relation to Step 2(i).
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -20.degree. to 80.degree. C., more preferably from 0.degree. C. to room temperature. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 10 minutes to 3 days, more preferably from 30 minutes to 1 day, will usually suffice.
Step A2(iii)
The protecting group R.sup.11 may be introduced by reacting the unprotected compound with a compound of formula R.sup.11 --OH [wherein R.sup.11 is one of the groups of the acyl type included in those defined above] in a solvent and in the presence of a dialkyl halophosphate (e.g. diethyl chlorophosphate) and a base.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolved the reagents, at least to some extent. Examples of suitable solvents include: aliphatic hydrocarbons, such as hexane and heptane; aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; esters, such as ethyl formate, ethyl acetate, propyl acetate, butyl acetate and diethyl carbonate; ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether; nitriles, such as acetonitrile and isobutyronitrile; amides, such as formamide, dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, N-methylpyrrolidinone and hexamethylphosphoric triamide.
The base used in Step A2(iii) may be any of those exemplified above in relation to Step A2(i).
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from 0.degree. C. to the reflux temperature of the solvent used, more preferably from room temperature to 50.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 10 minutes to 3 days, more preferably from 30 minutes to 1 day, will usually suffice.
Step A3
In this Step, a compound of formula (VI) is prepared by oxidizing the exo-methylene group of a compound of formula (V) in a solvent using an oxidizing agent to convert the compound into a diol form.
There is likewise no particular restriction on the nature of the oxidizing agents used, and any oxidizing agent commonly used in reactions of this type may equally be used here. Examples of such oxidizing agents include: manganese oxides, such as potassium permanganate and manganese dioxide; ruthenium oxides, such as ruthenium (IV) oxide; selenium compounds, such as selenium dioxide; and osmium compounds, such as osmium tetroxide and potassium osmate dihydrate (K.sub.2 OsO.sub.4.2H.sub.2 O). We particularly prefer to use a catalytic amount of osmium tetroxide and a reoxidizing agent for osmium compounds. Examples of such reoxidizing agents include: metal ferricyanides, such as potassium ferricyanide (III); oxides of amines, such as 4-methylmorpholine oxide; inorganic oxidizing agents, such as persulfate compounds (e.g. potassium persulfate or sodium persulfate); peroxides, such as t-butyl hydroperoxide; hypochlorite compounds, such as t-butyl hypochlorite; and nitrites, such as methyl nitrite. Of these, we particularly prefer the metal ferricyanides and oxides of amines.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, especially halogenated aliphatic hydrocarbons, such as methylene chloride and chloroform; ethers, such as diethyl ether, tetrahydrofuran, dioxane and dimethoxyethane; amides, such as dimethylformamide, dimethylacetamide and hexamethylphosphoric triamide; sulfoxides, such as dimethyl sulfoxide; alcohols, such as methanol, ethanol, propanol, isopropanol, butanol, isobutanol, t-butanol and isoamyl alcohol; esters, such as ethyl acetate, propyl acetate, butyl acetate and diethyl carbonate; dilute acids, such as aqueous sulfuric acid; dilute bases, such as an aqueous solution of sodium hydroxide; water; ketones, such as acetone and methyl ethyl ketone; organic bases, such as pyridine; nitriles, such as acetonitrile; or a mixture of any two or more of the above solvents. Of these, we particularly prefer acetone or a mixture of acetone and water.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -20.degree. to 80.degree. C., more preferably from -5.degree. to 50.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 1 to 24 hours, more preferably from 2 to 12 hours, will usually suffice.
An optically active diol derivative having a specific absolute configuration can be produced by optionally conducting an asymmetric dihydroxylation reaction using a chiral ligand. The asymmetric dihydroxylation reaction can be accomplished, for example, by the process of Sharpless et al. (Chemical Review, Vol. 94, page 2483 (1994)).
Examples of the oxidizing agent used for this reaction include from 0.0001 to 0.1 equivalents (more preferably from 0.001 to 0.005 equivalents) of osmium tetroxide. Examples of the chiral ligand include hydroquinidines, such as hydroquinidine, 1,4-phthalazinediyl diether (DHQD).sub.2 -PHAL) and hydroquinidine 2,5-diphenyl-4,6-pyrimidinediyl diether (DHQD).sub.2 -PYR)(preferably DHQD).sub.2 -PHAL). Examples of the oxidizing agent for reoxidizing osmium compounds include potassium ferricyanide (III) and potassium carbonate.
Examples of the solvent used include a mixture of water and one or more of the following organic solvents: halogenated hydrocarbons, especially halogenated aliphatic hydrocarbons, such as methylene chloride or chloroform; ethers, such as diethyl ether, tetrahydrofuran, dioxane or dimethoxyethane; amides, such as dimethylformamide, dimethylacetamide or hexamethylphosphoric triamide; sulfoxides, such as dimethyl sulfoxide; alcohols, such as methanol, ethanol, propanol, isopropanol, butanol, isobutanol, t-butanol or isoamyl alcohol; ketones, such as acetone or methyl ethyl ketone; esters, such as ethyl acetate, propyl acetate, butyl acetate or diethyl carbonate; and nitriles, such as acetonitrile, preferably a mixture of water and an alcohol. Of these, we particularly prefer a mixture of water and t-butanol.
A compound of formula (VI) wherein D is a sulfur atom can be produced by converting the exo-methylene group of the compound of formula (V) into thiirane according to a conventional process, followed by ring-opening with a hydroxy ion.
Step A4
In this Step, a compound of formula (VII) is prepared by: (a) converting a primary hydroxy group of a compound of formula (VI) into a group that can be eliminated (this reaction takes place in the presence of a base in the presence or absence of a solvent); and (b) then reacting the resulting compound with an azidation reagent in a solvent in the presence or absence of a catalyst to convert it into an azide group.
The reactions are normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reactions or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, especially halogenated aliphatic hydrocarbons, such as methylene chloride and chloroform; ethers, such as diethyl ether, tetrahydrofuran, dioxane and dimethoxyethane; nitriles, such as acetonitrile; and amides, such as formamide, dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, N-methylpyrrolidinone and hexamethylphosphoric triamide; more preferably a halogenated hydrocarbon or an ether in the first stage reaction or an amide in the second stage reaction.
There is no particular restriction on the nature of the bases used in the first stage reaction, and any base commonly used in reactions of this type may equally be used here. Examples of such bases include: organic bases such as N-methylmorpholine, triethylamine, tripropylamine, tributylamine, diisopropylethylamine, dicyclohexylamine, N-methylpiperidine, pyridine, 4-pyrrolidinopyridine, picoline, 4-(N,N-dimethylamino)pyridine, 2,6-di(t-butyl)-4-methylpyridine, quinoline, N,N-dimethylaniline, N,N-diethylaniline, 1,5-diazabicyclo[4.3.0]non-5-ene (DBN), 1,4-diazabicyclo[2.2.2]octane (DABCO) and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). Of these, we particularly prefer triethylamine, pyridine and 4-(N,N-dimethylamino)pyridine.
The reaction is most preferably accomplished using pyridine as a solvent and adding a catalytic amount of 4-(N,N-dimethylamino)pyridine.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -20.degree. to 50.degree. C., more preferably from -10.degree. to 20.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 15 minutes to 24 hours, more preferably from 30 minutes to 6 hours, will usually suffice.
The group capable of being eliminated is the same group as that defined above for X. The reagent for forming the elimination group, is preferably a corresponding halide, and examples of such a reagent include sulfonyl halides, such as methanesulfonyl chloride and p-toluenesulfonyl chloride. The reaction may be conducted in the same manner as that employed to introduce the protecting group R.sup.11.
There is likewise no particular restriction on the nature of the azidation reagents used in the second stage reaction, and any azidation reagent commonly used in reactions of this type may equally be used here. Examples of such azidation reagents include: diarylphosphoryl azides, such as diphenylphosphoryl azide; trialkyl azides, such as trimethylsilyl azide and triethylsilyl azide; and alkali metal azides, such as sodium azide, potassium azide and lithium azide. Of these, we particularly prefer the alkali metal azides.
Examples of the catalyst which may be used include trialkylsilyl triflates, such as trimethylsilyl triflate and triethylsilyl triflate; Lewis acids, such as boron trifluoride etherate, aluminum chloride and zinc chloride.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from 20.degree. to 180.degree. C., more preferably from 50.degree. to 150.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 10 minutes to 24 hours, more preferably from 30 minutes to 8 hours, will usually suffice.
Step A5
In this Step, an amino compound of formula (VIII) is prepared by reducing the azide group of a compound of formula (VII) in a solvent.
The reduction process may be carried out using any reagent capable of reducing an azide group to form an amino group, and is not specifically limited. Preferably, the reaction is conducted at a temperature of from 20.degree. to 150.degree. C. (more preferably from 50.degree. to 100.degree. C.) for a period of from 15 minutes to 1 day (more preferably from 1 to 12 hours) in a water-containing solvent (preferably an ether, such as tetrahydrofuran) using triphenylphosphine as the reducing agent.
Alternatively, the reaction may be accomplished by conducting a catalytic hydrogenation reaction at a temperature of from -10.degree. to 100.degree. C. (more preferably from 0.degree. to 50.degree. C.) for a period of from 1 hour to 4 days (more preferably from 2 hours to 2 days) in an organic solvents, such as an alcohol (e.g. methanol or ethanol), an ester (e.g. ethyl acetate, propyl acetate, butyl acetate or diethyl acetate), an ether (e.g. tetrahydrofuran or dioxane) or a fatty acid (e.g. acetic acid) or a mixture of any one or more of these organic solvent and water (preferably alcohols) using a catalyst, such as palladium-on-carbon, platinum or Raney nickel.
Step A6
In this Step, a compound of formula (X) is prepared by the acylation reaction of the amino group of a compound of formula (VIII) with a compound of formula (IX) in a solvent in the presence of a base (Step A6a), followed by ring-closing alkylation on a group of formula DH, to form a cyclic amide (Step A6b).
Step A6a
The acylation reaction in this stage is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved ad that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aliphatic hydrocarbons, such as hexane and heptane; aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; esters, such as ethyl formate, ethyl acetate, propyl acetate, butyl acetate and diethyl carbonate; ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether; nitriles, such as acetonitrile and isobutyronitrile; amides, such as formamide, dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, N-methylpyrrolidinone and hexamethylphosphoric triamide.
There is likewise no particular restriction on the nature of the bases used, and any base commonly used in reactions of this type may equally be used here. Examples of such bases include: organic bases such as N-methylmorpholine, triethylamine, tributylamine, diisopropylethylamine, dicyclohexylamine, N-methylpiperidine, pyridine, 4-pyrrolidinopyridine, picoline, 4-(N,N-dimethylamino)pyridine, 2,6-di(t-butyl)-4-methylpyridine, quinoline, N,N-dimethylaniline and N,N-diethylaniline.
If desired, 4-(N,N-dimethylamino)pyridine or 4-pyrrolidinopyridine can be used in a catalytic amount in combination with one or more of the other bases. The efficiency of the reaction may, if desired, be improved by carrying it out in the presence of one or more of the following: dehydrating agents (e.g. molecular sieves), quaternary ammonium salts (e.g. benzyltriethylammonium chloride or tetrabutylammonium chloride), crown ethers (e.g. dibenzo-18-crown-6) and acid scavengers (e.g. 3,4-dihydro-2H-pyrido[1,2-a]pyrimidin-2-one).
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -20.degree. to 80.degree. C., more preferably from 0.degree. C. to room temperature. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 10 minutes to 3 days, more preferably from 30 minutes to 1 day, will usually suffice.
In case of the carboxylic acid derivative wherein the group X' of the compound of formula (IX) represents a hydroxy group, this reaction can also be accomplished by reacting the compounds of formulae (VIII) and (IX) with the condensing agent described in Step A1b(ii) in the above solvent in the presence or absence of the above base.
Step A6b
The ring-closing alkylation reaction in this stage is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether; nitriles, such as acetonitrile, propionitrile and isobutyronitrile; amides, such as formamide, dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, N-methylpyrrolidinone and hexamethylphosphoric triamide; and sulfoxides, such as dimethyl sulfoxide and sulfolane. Of these, we particularly prefer the ethers and amides, most preferably tetrahydrofuran or dimethylformamide.
There is likewise no particular restriction on the nature of the bases used, and any base commonly used in reactions of this type may equally be used here. Examples of such bases include: alkali metal carbonates, such as sodium carbonate, potassium carbonate and lithium carbonate; alkali metal hydrogencarbonates, such as sodium hydrogencarbonate, potassium hydrogencarbonate and lithium hydrogencarbonate; alkali metal hydrides, such as lithium hydride, sodium hydride and potassium hydride; alkali metal hydroxides, such as sodium hydroxide, potassium hydroxide, barium hydroxide and lithium hydroxide; alkali metal fluorides, such as sodium fluoride and potassium fluoride; and alkali metal alkoxides, such as sodium methoxide, sodium ethoxide, potassium methoxide, potassium ethoxide, potassium t-butoxide and lithium methoxide. Of these, we particularly prefer the alkali metal hydrides and alkali metal alkoxides.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -20.degree. to 100.degree. C., more preferably from 0.degree. to 50.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 10 minutes to 24 hours, more preferably from 30 minutes to 12 hours, will usually suffice.
Step A7
In the Step, a compound of formula (XI) is prepared by reducing the amide group of a compound of formula (X) in a solvent using a reducing agent to convert into an imino group; it is then optionally reprotected with a group R.sup.12.
The reaction in the main step is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; and ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether. Of these, we particularly prefer the ethers, most preferably diethyl ether or tetrahydrofuran.
There is likewise no particular restriction on the nature of the reducing agents used, and any reducing agent commonly used in reactions of this type may equally be used here. Examples of such reducing agents include: hydride reagents, such as alkali metal borohydrides (e.g. sodium borohydride or lithium borohydride), aluminum hydride compounds (e.g. lithium aluminum hydride or lithium tri-t-butoxyaluminohydride), sodium tellurium hydride, and organic aluminum hydride reducing agents [e.g. diisobutylaluminum hydride or sodium bis(methoxyethoxy)aluminum hydride] and borane reducing agents (e.g. borane-dimethyl sulfide complex or borane-tetrahydrofuran complex, etc.). Of these, we particularly prefer the aluminum hydride compounds and borane reducing agents, further still more prefer the borane reducing agents, most preferably borane-dimethyl sulfide complex.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -78.degree. to 150.degree. C., more preferably from -20.degree. to 100.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 5 minutes to 24 hours, more preferably from 10 minutes to 2 hours, will usually suffice.
Step A8
In this Step, a compound of formula (XIII) in which an imino group of the compound of formula (XI) is modified with a group of formula --A--B--R.sup.1 (A, B and R.sup.1 are as defined above) is prepared by reacting the compound of formula (XI) with a compound of formula (XII) in a solvent and in the presence of a base.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aliphatic hydrocarbons, such as hexane, heptane, ligroin and petroleum ether; aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; esters, such as ethyl formate, ethyl acetate, propyl acetate, butyl acetate and diethyl carbonate; ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether; ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone, isophorone and cyclohexanone; nitro compounds, such as nitroethane and nitrobenzene; and nitriles, such as acetonitrile and isobutyronitrile. Of these, we particularly prefer the halogenated hydrocarbons and ethers, most preferably methylene chloride or tetrahydrofuran.
There is likewise no particular restriction on the nature of the bases used, and any bases commonly used in reactions of this type may equally be used here. Examples of such bases include: organic bases such as N-methylmorpholine, triethylamine, tripropylamine, tributylamine, diisopropylethylamine, dicyclohexylamine, N-methylpiperidine, pyridine, 4-pyrrolidinopyridine, picoline, 4-(N,N-dimethylamino)pyridine, 2,6-di(t-butyl)-4-methylpyridine, quinoline, N,N-dimethylaniline, N,N-diethylaniline, 1,5-diazabicyclo[4.3.0]non-5-ene (DBN), 1,4-diazabicyclo[2.2.2]octane (DABCO) and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). Of these, we particularly prefer triethylamine or diisopropylethylamine.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -20.degree. to 100.degree. C., more preferably from 0.degree. to 20.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 5 minutes to 24 hours, more preferably from 10 minutes to 12 hours, will usually suffice.
When A represents a carbonyl group, this Step may also be accomplished by reacting the compound of formula (XI) with a compound of formula R.sup.1 --B--A--OH (in which A, B and R.sup.1 are as defined above) and a condensing agent in a solvent in the presence or absence of a base.
Examples of the condensing agent which may be used include those described above in relation to Step A1b(ii). Of these, we prefer a combination of a phosphonate and one or more of the bases described below.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aliphatic hydrocarbons, such as hexane and heptane; aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; esters, such as ethyl formate, ethyl acetate, propyl acetate, butyl acetate and diethyl carbonate; ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether; nitriles, such as acetonitrile and isobutyronitrile; amides, such as formamide, dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, N-methylpyrrolidinone and hexamethylphosphoric triamide.
There is likewise no particular restriction on the nature of the bases used, and any base commonly used in reactions of this type may equally be used here. Examples of such bases include: organic bases such as N-methylmorpholine, triethylamine, tributylamine, diisopropylethylamine, dicyclohexylamine, N-methylpiperidine, pyridine, 4-pyrrolidinopyridine, picoline, 4-(N,N-dimethylamino)pyridine, 2,6-di(t-butyl)-4-methylpyridine, quinoline, N,N-dimethylaniline and N,N-diethylaniline.
If desired, 4-(N,N-dimethylamino)pyridine or 4-pyrrolidinopyridine can be used in a catalytic amount in combination with one or more of the other bases. The efficiency of the reaction may, if desired, be improved by carrying it out in the presence of one or more of the following: dehydrating agents (e.g. molecular sieves), quaternary ammonium slats (e.g. benzyltriethylammonium chloride or tetrabutylammonium chloride), crown ethers (e.g. dibenzo-18-crown-6) and acid scavengers (e.g. 3,4-dihydro-2H-pyrido[1,2-a]pyrimidin-2-one).
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -20.degree. to 80.degree. C., more preferably from 0.degree. C. to room temperature. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 10 minutes to 3 days, more preferably from 30 minutes to 1 day, will usually suffice.
Step A9
In this Step, a compound of formula (XIV) is prepared by removing the group R.sup.12 (where R.sup.12 is a group other than a hydrogen atom) from the compound of formula (XIII) and converting the resulting hydroxy group into an elimination group Y", which may be effected by the procedure described in the first stage of Step A4.
The method used to remove the group R.sup.12 will vary depending on the nature of that group. However, methods of removing such groups are well known in this technical field.
For example, when the group R.sup.12 is a silyl group, it can normally be removed by treatment with a compound forming a fluorine anion (e.g. tetrabutylammonium fluoride, hydrogen fluoride, hydrogen fluoride-pyridine or potassium fluoride) or by treatment with an organic acid (e.g. acetic acid, methanesulfonic acid, p-toluenesulfonic acid, trifluoromethanesulfonic acid or B-bromocatechol borane) or an inorganic acid (e.g. hydrochloric acid).
When the group R.sup.12 is removed by the fluorine anion, the reaction may sometimes be promoted by adding an organic acid, such as formic acid, acetic acid or propionic acid.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether; nitriles, such as acetonitrile and isobutyronitrile; water; and organic acids, such as acetic acid; or a mixture of any two or more thereof.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from 0.degree. to 150.degree. C., more preferably from 10.degree. to 150.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 1 to 48 hours, more preferably from 2 to 12 hours, will usually suffice.
When the group R.sup.12 is an aralkyl or aralkyloxycarbonyl group, it may preferably be removed by contacting it with a reducing agent (preferably by a catalytic hydrogenation reaction at ambient temperature in the presence of a catalyst) in a solvent or by using an oxidizing agent.
The catalytic hydrogenation reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: alcohols, such as methanol, ethanol and isopropanol; ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran and dioxane; aromatic hydrocarbons, such as benzene, toluene and xylene; aliphatic hydrocarbons, such as hexane and cyclohexane; esters, such as ethyl acetate and propyl acetate; amides, such as formamide, dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone and hexamethylphosphoric triamide; fatty acids, such as formic acid and acetic acid; water; or a mixture of any two or more thereof. Of these, we particularly prefer the alcohols, fatty acids and a mixture of an alcohol and an ether, a mixture of an alcohol and water or a mixture of a fatty acid and water.
There is likewise no particular restriction on the nature of the catalysts used, and any catalyst commonly used in catalytic hydrogenation reactions of this type may equally be used here. Examples of such catalysts include: palladium-on-carbon, palladium black, Raney nickel, platinum oxide, platinum black, rhodium-aluminum oxide, triphenylphosphine-rhodium chloride and palladium-barium sulfate.
There is no particular restriction on the pressure employed, and the reaction is normally conducted under a pressure within the range of from 1 to 10 atmospheres.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from 0.degree. to 100.degree. C., more preferably from 20.degree. to 70.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 5 minutes to 48 hours, more preferably from 1 to 24 hours, will usually suffice.
If the protecting group is to be removed by oxidation, the reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. A water-containing organic solvent is preferred. Examples of suitable organic solvents include: ketones, such as acetone; halogenated hydrocarbons, especially halogenated aliphatic hydrocarbons, such as methylene chloride, chloroform and carbon tetrachloride; nitriles, such as acetonitrile; ethers, such as diethyl ether, tetrahydrofuran and dioxane; amides, such as dimethylformamide, dimethylacetamide and hexamethylphosphoric triamide; and sulfoxides, such as dimethyl sulfoxide.
There is likewise no particular restriction on the nature of the oxidizing agents used, and any oxidizing agent commonly used in reactions of this type may equally be used here. Examples of such oxidizing agents include: potassium persulfate, sodium persulfate, cerium ammonium nitrate (CAN) and 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ).
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from 0.degree. to 150.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 10 minutes to 24 hours will usually suffice.
It is also possible to remove the protecting group by reaction with an alkali metal (e.g. metallic lithium or metallic sodium) in liquid ammonia or an alcohol (e.g. methanol or ethanol) at a temperature of from -78.degree. to -20.degree. C.
It is also possible to remove the protecting group by reaction with aluminum chloride-sodium iodide or an alkylsilyl halide (e.g. trimethylsilyl iodide) in a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: nitriles, such as acetonitrile; halogenated hydrocarbons, especially halogenated aliphatic hydrocarbons, such as methylene chloride and chloroform; or a mixture of any two or more thereof.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from 0 to 50.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 5 minutes to 3 days will usually suffice.
When the reaction substrate has a sulfur atom, aluminum chloride-sodium iodide is preferably used.
When the group R.sup.12 is an aliphatic acyl group, an aromatic acyl group or an alkoxycarbonyl group, it is preferably removed by treating it with a base in a solvent.
There is no particular restriction on the nature of the bases used provided that it has no adverse effect on any other part of the compound, and any base commonly used in reactions of this type may equally be used here. Examples of such bases include: metal alkoxides, such as sodium methoxide; alkali metal carbonates, such as sodium carbonate, potassium carbonate or lithium carbonate; alkali metal hydroxides, such as sodium hydroxide, potassium hydroxide, lithium hydroxide or barium hydroxide; or various forms of ammonia, such as aqueous ammonia or concentrated ammonia-methanol.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent and any solvent commonly used for hydrolysis reactions may equally be employed here. Examples of suitable solvents include: water; organic solvents, such as alcohols (e.g. methanol, ethanol or propanol) and ethers (e.g. tetrahydrofuran or dioxane); or a mixture of water and one or more of the above organic solvents are preferred.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, in order to inhibit secondary reactions, we find it convenient to carry out the reaction at a temperature of from 0 to 150.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 1 to 10 hours will usually suffice.
When the group R.sup.12 is an alkoxymethyl group, a tetrahydropyranyl group, a tetrahydrothiopyranyl group, a tetrahydrofuranyl group, a tetrahydrothiofuranyl group or a substituted ethyl group, it is normally removed by treatment with an acid in a solvent.
There is likewise no particular restriction on the nature of the acids used, and any acid commonly used in reactions of this type may equally be used here. Examples of such acids include: Br.o slashed.nsted acids, such as inorganic acids (e.g. hydrochloric acid, sulfuric acid or nitric acid); organic acids (e.g. acetic acid, trifluoroacetic acid, methanesulfonic acid or p-toluenesulfonic acid); and Lewis acids, such as boron trifluoroide. A strong acidic cation exchange resins, such as Dowex (trade mark) 50W, can also be used.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aliphatic hydrocarbons, such as hexane, heptane, ligroin and petroleum ether; aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; esters, such as ethyl formate, ethyl acetate, propyl acetate, butyl acetate and diethyl carbonate; ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether; alcohols, such as methanol, ethanol, propanol, isopropanol, butanol, isobutanol, t-butanol, isoamyl alcohol, diethylene glycol, glycerin, octanol, cyclohexanol and methylcellosolve; ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone, isophorone and cyclohexanone; water; or a of any two or more mixtures thereof. Of these, we particularly prefer the halogenated hydrocarbons, esters and ethers.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -10 to 100.degree. C., more preferably from -5 to 50.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 5 minutes to 48 hours, more preferably from 30 minutes to 10 hours, will usually suffice.
When the group R.sup.12 is an alkenyloxycarbonyl group, it is preferably removed by treatment with a base under the same condition as are used to remove the group R.sup.12 when that group is an aliphatic acyl group, an aromatic acyl group or an alkoxycarbonyl group.
In case of an allyloxycarbonyl group, it may be removed by using palladium and triphenyl phosphine or bis(methyldiphenylphosphine) (1,5-cyclooctadiene)iridium (I) hexafluorophosphate, which is simple and can be conducted with little side reactions.
Step A10
In this Step, a compound of formula (I), which is a compound of the present invention, is prepared by reaction a compound of formula (XIV) with a compound of formula (XV) in a solvent and in the presence of a base.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aliphatic hydrocarbons, such as hexane, heptane, ligroin and petroleum ether; aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; esters, such as ethyl formate, ethyl acetate, propyl acetate, butyl acetate and diethyl carbonate; ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether; ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone, isophorone and cyclohexanone; nitro compounds, such as nitroethane and nitrobenzene; nitriles, such as acetonitrile and isobutyonitrile; amides, such as formamide, dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, N-methylpyrrolidinone and hexamethylphosphoric triamide; sulfoxides, such as dimethyl sulfoxide and sulfolane. Of these, we prefer the amides, ethers and nitriles, most preferably the amides.
There is likewise no particular restriction on the nature of the bases used, and any base commonly used in reactions of this type may equally be used here. Examples of such bases include: a combination of a metal iodide (e.g. potassium iodide) and an inorganic base, such as an alkali metal carbonate (e.g. sodium carbonate, potassium carbonate or lithium carbonate), an alkali metal hydrogencarbonate (e.g. sodium hydrogencarbonate, potassium hydrogencarbonate or lithium hydrogencarbonate), an alkali metal hydride (e.g. lithium hydride, sodium hydride or potassium hydride), an alkali metal hydroxide (e.g. sodium hydroxide, potassium hydroxide, barium hydroxide or lithium hydroxide) or an alkali metal fluoride (e.g. sodium fluoride or potassium fluoride); or an organic base such as N-methylmorpholine, triethylamine, tripropylamine, tributylamine, diisopropylethylamine, dicyclohexylamine, N-methylpiperidine, pyridine, 4-pyrrolidinopyridine, picoline, 4-(N,N-dimethylamino)pyridine, 2,6-di(t-butyl)-4-methylpyridine, quinoline, N,N-dimethylaniline, N,N-diethylaniline, 1,5-diazabicyclo[4.3.0]non-5-ene (DBN), 1,4-diazabicyclo[2.2.2]octane (DABCO) and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). Of the various bases, we particularly prefer the combination of a metal iodide and an inorganic base, most preferably a combination of a metal iodide and an alkali metal hydrogencarbonate.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from 0 to 150.degree. C., more preferably from 20 to 120.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outline above, a period of from 30 minutes to 48 hours, more preferably from 1 to 12 hours, will usually suffice.
After the completion of the respective reactions described above, the compounds produced by these reactions may be collected from the reaction mixture by a conventional process.
For example, in one suitable isolation procedure, the reaction mixture is appropriately neutralized and, after insoluble matter, if any, has been removed by filtration, a water-immiscible solvent (e.g. ethyl acetate) is added. The organic layer is separated, and washed with, for example, water, and the desired compound is dried, for example over anhydrous magnesium sulfate or anhydrous sodium sulfate. Then, the solvent is distilled off to give the desired compound.
The desired compound can, if desired, be isolated and purified by any one or more of the following procedures: recrystallization; reprecipitation; or another process which is normally used for isolation and purification of organic compounds, for example an adsorption column chromatography process using a carrier, such as silica gel, alumina or magnesium-silica gel, Florisil; a process using a synthetic adsorbent, for example, partition column chromatography using Sephadex (trade mark) LH-20 (manufactured by Pharmacia Co.), Amberlite (trade mark) XAD-11 (manufactured by Rohm & Haas Co.), Diaion (trade mark) HP-20 (manufactured by Mitsubishi Kasei Co., Ltd.); a process using ion-exchange chromatography; or a normal/reverse phase liquid chromatography process (preferably high performance liquid chromatography) using silica gel or alkylated silica gel.
When isomers must be isolated, the isolation can be conducted by the above isolation and purification means after the completion of the reactions of the above respective steps or at the suitable time after the completion of the desired steps.
Reaction Scheme B
This provides an alternative method of preparing the compound of formula (IV), which may thereafter be used as shown in Reaction Scheme A to prepare the compound of the present invention. ##STR13##
In the above formulae, R.sup.2 is as defined above.
Step B1
In this Step, a compound of formula (IV) is prepared by: reacting a compound of formula (XVI) with metallic magnesium according to the process of Ito et al. [described in Bull. Chem. Soc. Jpn., Vol. 64, page 3746 (1991)], to give a Grignard reagent; coupling this Grignard reagent with diketene of formula (XVII) in a solvent in the presence or absence of a Lewis acid and in the presence of a catalytic amount (preferably from 0.1 to 0.5 equivalents) of a palladium catalyst; and reacting the resulting carboxylic acid according to the optional step described in Step A1 to esterify it.
The reaction can be accomplished in a good yield with few by-products when conducted in the presence of the Lewis acid, which is, accordingly preferred. There is no particular restriction on the nature of the Lewis acid, if used, and any Lewis acid commonly used in reactions of this type may equally be used here. Examples of such Lewis acids include: trialkylsilyl trifloromethanesulfonates having from 1 to 6 carbon atoms in the alkyl part, such as trimethylsilyl trifluoromethanesulfonate; aluminum salts, such as aluminum chloride; tin salts, such as tin tetrachloride; zinc salts, such as zinc bromide or zinc chloride; titanium salts, such as titanium tetrachloride; or perchlorates, such as trimethylsilyl perchlorate or triphenylmethyl perchlorate. Of these, we particularly prefer the zinc salts, most preferably zinc chloride.
The palladium catalyst used may be any one which contains palladium, and is not particularly limited. Preferred examples include organophosphine palladium compounds, such as dichloro bis(triphenylphosphine)palladium (II).
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether. Of these, we particularly prefer diethyl ether.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -20 to 50.degree. C., more preferably from 0 to 20.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 15 minutes to 8 hours, more preferably from 30 minutes to 2 hours, will usually suffice.
After the completion of the above reaction, the desired compound of formula (IV) may be isolated from the reaction mixture by conventional means.
For example, in one suitable isolation procedure, the reaction mixture is appropriately neutralized and, after insoluble matter, if any, has been removed by filtration, a water-immiscible solvent (e.g. ethyl acetate) is added. The organic layer is separated and washed with, for example, water. The desired compound is then dried, for example over anhydrous magnesium sulfate or anhydrous sodium sulfate. Then, the solvent is distilled off to give the desired compound.
The desired compound can, if desired, be isolated and purified by any one or more of the following procedures: recrystallization; reprecipitation; or another process which is normally used for isolation and purification of organic compounds, for example an adsorption column chromatography process using a carrier, such as silica gel, alumina or magnesium-silica gel, Florisil; a process using a synthetic adsorbent, for example, partition column chromatography using Sephadex (trade mark) LH-20 (manufactured by Pharmacia Co.), Amberlite (trade mark) XAD-11 (manufactured by Rohm & Haas Co.), Diaion (trade mark) HP-20 (manufactured by Mitsubishi Kasei Co., Ltd.); a process using ion-exchange chromatography; or a normal/reverse phase liquid chromatography process (preferably high performance liquid chromatography) using silica gel or alkylated silica gel.
Reaction Scheme C
This provides an alternative method of preparing the compound of formula (XI), which may thereafter be used as shown in Reaction Scheme A to prepare the compound of the present invention. ##STR14##
In the above formulae, R.sup.2, R.sup.11, R.sup.12, D, E and G are as defined above.
R.sup.13 represents a hydrogen atom or a hydroxy-protecting group and may be any of the same groups defined and exemplified above for the group R.sup.11.
R.sup.14 represents an amino-protecting group, and examples thereof include the aliphatic acyl groups, the aromatic acyl groups, the alkoxycarbonyl groups, the alkenyloxycarbonyl groups, the aralkyloxycarbonyl groups and the silyl groups as defined and exemplified above, preferably an alkoxycarbonyl group. Of these, we particularly prefer the t-butoxycarbonyl group.
Step C1
In this Step, an epoxy compound of formula (XVIII) is prepared by reacting the exo-methylene group of a compound of formula (V) with an oxidizing agent in a solvent.
There is likewise no particular restriction on the nature of the oxidizing agents used, and any oxidizing agent commonly used in epoxidation reactions of olefins may equally be used here. Examples of such oxidizing agents include: peracids, such as m-chloroperbenzoic acid, 3,5-dinitroperbenzoic acid, o-carboxyperbenzoic acid, peracetic acid, pertrifluoroacetic acid and perphthalic acid; hydrogen peroxide; peroxides, such as t-butyl hydroperoxide (which may be used in combination with vanadium or a molybdenum complex); and a combination of a succinimide (e.g. N-bromosuccinimide) and an alkali. Of these, we particularly prefer the peracids, most preferably m-chloroperbenzoic acid.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, especially halogenated aliphatic hydrocarbons, such as methylene chloride and chloroform; ethers, such as diethyl ether, tetrahydrofuran, dioxane and dimethoxyethane; amides, such as dimethylformamide, dimethylacetamide and hexamethylphosphoric triamide; sulfoxides, such as dimethyl sulfoxide; alcohols, such as methanol, ethanol, propanol, isopropanol, butanol, isobutanol, t-butanol and isoamyl alcohol; dilute acids, such as aqueous sulfuric acid; dilute bases, such as an aqueous solution of sodium hydroxide; water; ketones, such as acetone and methyl ethyl ketone; organic bases, such as pyridine; nitriles, such as acetonitrile; or a mixture of any two or more of the above solvents. Of these, we particularly prefer methylene chloride.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -20 to 80.degree. C., more preferably from -5 to 50.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 1 to 24 hours, more preferably from 2 to 12 hours, will usually suffice.
An optically active epoxy compound having a specific absolute configuration can be produced by conducting an asymmetric epoxidation reaction using a chiral ligand, for example, according to the process of Sharpless et al. or the process of Jacobsen et al. [see Catalytic Asymmetric Synthesis, VCH Publishers Inc. (1993)].
Step C2
In this Step, a compound of formula (XX) is prepared by ring-opening the epoxy group of the epoxy compound of formula (XVIII) using an amino alcohol compound of formula (XIX) in the presence or absence of a base (Step C2a) and then protecting the secondary amino group thus formed with a group R.sup.14 (Step C2b).
Step C2a
The ring opening reaction in the first stage is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether; nitriles, such as acetonitrile, propionitrile and isobutyronitrile; amides, such as formamide, dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, N-methylpyrrolidinone and hexamethylphosphoric triamide; sulfoxides, such as dimethyl sulfoxide and sulfolane. Of these, we particularly prefer the nitriles.
There is likewise no particular restriction on the nature of the bases used, and any base commonly used in reactions of this type may equally be used here. Examples of such bases include: alkali metal perchlorates, such as lithium perchlorate and sodium perchlorate; alkali metal carbonates, such as sodium carbonate, potassium carbonate and lithium carbonate; alkali metal hydrogencarbonates, such as sodium hydrogencarbonate, potassium hydrogencarbonate and lithium hydrogencarbonate; alkali metal hydrides, such as lithium hydride, sodium hydride and potassium hydride; alkali metal hydroxides, such as sodium hydroxide,. potassium hydroxide, barium hydroxide and lithium hydroxide; alkali metal fluorides, such as sodium fluoride and potassium fluoride; alkali metal alkoxides, such as sodium methoxide, sodium ethoxide, potassium methoxide, potassium ethoxide, potassium t-butoxide and lithium methoxide; alkali metal mercaptans, such as sodium methylmercaptan, sodium ethylmercaptan; and organic bases such as N-methylmorpholine, triethylamine, tripropylamine, tributylamine, diisopropylethylamine, dicyclohexylamine, N-methylpiperidine, pyridine, 4-pyrrolidinopyridine, picoline, 4-(N,N-dimethylamine)pyridine, 2,6-di(t-butyl)-4-methylpyridine, quinoline, N,N-dimethylaniline, N,N-diethylaniline, 1,5-diazabicyclo[4.3.0]-non-5-ene (DBN), 1,4-diazabicyclo[2.2.2]octane (DABCO) and 1,8-diazabicyclo-[5.4.0]undec-7-ene (DBU).
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -20 to 150.degree. C., more preferably from room temperature to 100.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions above, a period of from 10 minutes to 3 days, more preferably from 30 minutes to 1 day, will usually suffice.
Step C2b
Protection of the secondary amino group with a group R.sup.14 in this stage may be carried out as follows.
Step C2b(i)
The unprotected compound is reacted with a suitable amount, for example from 1 to 4 equivalents (preferably from 2 to 3 equivalents) of a compound of formula R.sup.14 --X" (in which R.sup.14 is as defined above in which X" represents an elimination group capable of being eliminated as nucleophilic residue, and is not specifically limited), or with a compound of formula R.sup.14 --O--R.sup.14 (in which R.sup.14 is a group of the acyl type selected from those defined above for R.sup.14), in a solvent in the presence or absence of a base. Preferred examples of such elimination groups include: halogen atoms, such as the chlorine, bromine and iodine atoms; alkoxycarbonyloxy groups having from 1 to 6 carbon atoms in the alkoxy part, such as the methoxycarbonyloxy and ethoxycarbonyloxy groups; haloalkylcarbonyloxy groups having from 1 to 6 carbon atoms in the alkyl part, such as the chloroacetoxy, dichloroacetoxy, trichloroacetoxy and trifluoroacetoxy groups; alkanesulfonyloxy groups having from 1 to 6 carbon atoms, such as the methanesulfonyloxy and ethanesulfonyloxy groups; haloalkanesulfonyloxy groups having from 1 to 6 carbon atoms, such as the trifluoromethanesulfonyloxy and pentafluoroethanesulfonyloxy groups; arylsulfonyloxy groups in which the aryl part is as defined and exemplified above in relation to R.sup.1 etc., such as the benzenesulfonyloxy, p-toluenesulfonyloxy and p-nitrobenzenesulfonyloxy groups. Of these, we particularly prefer the halogen atoms, the haloalkanesulfonyloxy groups and the arylsulfonyloxy groups.
Specific examples of such compounds of formula R.sup.14 --X" include: acyl halides, such as aliphatic acyl halides (e.g. acetyl chloride, propionyl chloride, butyryl chloride, valeryl chloride and hexanoyl chloride), alkoxycarbonyl halides having from 1 to 6 carbon atoms in the alkoxy part (e.g. methoxycarbonyl chloride, methoxycarbonyl bromide, ethoxycarbonyl chloride, propoxycarbonyl chloride, butoxycarbonyl chloride and hexyloxycarbonyl chloride), and arylcarbonyl halides, (e.g. benzoyl chloride, benzoyl bromide and naphthoyl chloride); silyl halides, such as t-butyldimethylsilyl chloride, trimethylsilyl chloride, triethylsilyl chloride, triethylsilyl bromide, triisopropylsilyl chloride, dimethylisopropylsilyl chloride, diethylisopropylsilyl chloride, t-butyldiphenylsilyl chloride, diphenylmethylsilyl chloride and triphenylsilyl chloride or the corresponding silyl trifluoromethanesulfonates; aralkyl halides, such as benzyl chloride and benzyl bromide; or carbonyloxyalkyl halides, such as pivaloyloxymethyl chloride or ethoxycarbonyloxymethyl chloride.
Specific examples of such compounds of formula R.sup.14 --O--R.sup.14 include aliphatic carboxylic anhydrides, such as acetic anhydride, propionic anhydride, valeric anhydride or hexanoic anhydride, and carbonates, such as di-t-butyl dicarbonate. A mixed acid anhydride (e.g. the mixed anhydride of formic and acetic acids) can also be used.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aliphatic hydrocarbons, such as hexane, heptane, ligroin and petroleum ether; aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; esters, such as ethyl formate, ethyl acetate, propyl acetate, butyl acetate and diethyl carbonate; ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether; nitriles, such as acetonitrile and isobutyronitrile; and amides, such as formamide, dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, N-methylpyrrolidinone and hexamethylphosphoric triamide.
There is likewise no particular restriction on the nature of the bases used, and any base commonly used in reactions of this type may equally be used here. Examples of such bases include: organic bases such as N-methylmorpholine, triethylamine, tributylamine, diisopropylethylamine, dicyclohexylamine, N-methylpiperidine, pyridine, 4-pyrrolidinopyridine, picoline, 4-(N,N-dimethylamino)pyridine, 2,6-di(t-butyl)-4-methylpyridine, quinoline, N,N-dimethylaniline and N,N-diethylaniline.
If desired, 4-(N,N-dimethylamino)pyridine or 4-pyrrolidinopyridine can be used in a catalytic amount in combination with one or more of the other bases. The efficiency of the reaction may, if desired, be improved by effecting it in the presence of one or more of the following: quaternary ammonium salts (e.g. benzyltriethylammonium chloride or tetrabutylammonium chloride) and crown ethers (e.g. dibenzo-18-crown-6).
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -20.degree. C. to the reflux temperature of the solvent employed, more preferably from 0.degree. C. to room temperature. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 10 minutes to 3 days, more preferably from 1 hour to 1 day, will usually suffice.
Step C2b(ii)
The unprotected compound is reacted with a compound of formula R.sup.14 --OH (in which R.sup.14 is a group of the acyl type selected from those defined above for R.sup.14) in a solvent in the presence of a condensing agent and in the presence or absence of a base.
Examples of condensing agents which may be used include those given above in Step A1b(ii).
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aliphatic hydrocarbons, such as hexane and heptane; aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; esters, such as ethyl formate, ethyl acetate, propyl acetate, butyl acetate and diethyl carbonate; ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether; nitriles, such as acetonitrile and isobutyronitrile; and amides, such as formamide, dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, N-methylpyrrolidinone and hexamethylphosphoric triamide.
Examples of bases which may be used in this step are as given above in relation to Step C2b(i).
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -20 to 80.degree. C., more preferably from 0.degree. C. to room temperature. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 10 minutes to 3 days, more preferably from 30 minutes to 1 day, will usually suffice.
Step C2b(iii)
Particularly, when R.sup.14 is a t-butoxycarbonyl group or a benzyloxycarbonyl group, the compound formed in Step C1b is reacted with a t-butyoxycarbonylating agent or a benzyloxycarbonylating agent in a solvent in the presence of a base, and thus the secondary amino group can be protected with the R.sup.14 group.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aliphatic hydrocarbons, such as hexane and heptane; aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; esters, such as ethyl formate, ethyl acetate, propyl acetate, butyl acetate and diethyl carbonate; ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether; nitriles, such as acetonitrile and isobutyronitrile; amides, such as formamide, dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, N-methylpyrrolidinone and hexamethylphosphoric triamide; water; and mixtures of water with any one or more of the above organic solvents.
The bases employed in this Step may be any of those suggested above in Step C1c(i).
There is likewise no particular restriction on the nature of the t-butoxycarbonylating agents used, and any t-butoxycarbonylating agent commonly used in reactions of this type may equally be used here. Examples of such t-butoxycarbonylating agents include: di-t-butyl dicarbonate, 2-(t-butoxycarbonyloxyimino)-2-phenyl acetonitrile, t-butyl S-(4,6-dimethylpyrimidin-2-yl)thiolcarboxylate and 1,2,2,2-tetrachloroethyl t-butyl carbonate, more preferably di-t-butyl dicarbonate.
There is likewise no particular restriction on the nature of the benzyloxycarbonylating agents used, and any benzyloxycarbonylating agent commonly used in reactions of this type may equally be used here. Examples of such benzyloxycarbonylating agents include: benzyloxycarbonyl chloride, benzyloxycarbonyl cyanide and dibenzyl dicarbonate.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -20.degree. C. to 80.degree. C., more preferably from 0.degree. C. to room temperature. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 10 minutes to three days, more preferably from 30 minutes to 24 hours, will usually suffice.
Step C3
In this Step, a compound of formula (XXI) is prepared by dehydrating a compound of formula (XX) using the Mitsunobu reaction
There is no particular restriction on the nature of the reagents used in the Mitsunobu reaction, and any reagent commonly used in reactions of this type may equally be used here. Examples of such reagents include: combination of azo compounds, such as dialkyl azodicarboxylates having from 1 to 6 carbon atoms in the alkyl part (e.g. diethyl azodicarboxylate or diisopropyl azodicarboxylate) or azodicarbonyls [e.g. 1,1'-(azodicarbonyl)dipiperidine]; and phosphines, such as triarylphosphines in which the aryl part is as defined and exemplified above in relation to R.sup.1 etc. (e.g. triphenylphosphine) or trialkylphosphines having from 1 to 6 carbon atoms in each alkyl part (e.g. tributylphosphine). Of these, we particularly prefer the combination of a dialkyl azodicarboxylate and a triarylphosphine, most preferably a combination of diethyl azodicarboxylate and triphenylphosphine.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; esters, such as ethyl formate, ethyl acetate, propyl acetate, butyl acetate and diethyl carbonate; ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether; nitriles, such as acetonitrile and isobutyronitrile; amides, such as formamide, dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, N-methylpyrrolidinone and hexamethylphosphoric triamide; and sulfoxides, such as dimethyl sulfoxide and sulfolane. Of these, we prefer the aromatic hydrocarbons and the ethers.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -20 to 100.degree. C., more preferably from 0 to 50.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 10 minutes to 3 days, more preferably from 30 minutes to 12 hours, will usually suffice.
In the course of carrying out the present step, a group R.sup.11 is sometimes removed. In that case, the hydroxy group can be protected again according to the second part of Step A2.
Step C4
In this Step, a compound of formula (XI) is prepared by simultaneously or separately conducting the following:
(i) removal of the amino-protecting group R.sup.14 to leave an amino group, and
(ii) optional removal of a group R.sup.12 when the group R.sup.12 is a hydroxy-protecting group.
Step C4(i)
The reaction employed to remove the group R.sup.14 will vary, depending on the nature of the group, but reactions which may be employed to remove such groups are well known in this technical field.
Step C4(i)a
For example, if the amino-protecting group is a silyl group, it is normally removed by treatment with a compound which forms fluorine anions, such as tetrabutylammonium fluoride.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: ethers, such as tetrahydrofuran or dioxane.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of about room temperature. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 10 minutes to 18 hours will usually suffice.
Step C4(i)b
When the amino-protecting group is an aliphatic acyl group, an aromatic acyl group, an alkoxycarbonyl group or a substituted methylene group which forms a Schiff base, it can be removed by treatment with an acid or a base in the presence of an aqueous solvent.
There is no particular restriction on the nature of the acids used, and any acid commonly used in reactions of this type may equally be used here. Examples of such acids include: inorganic acids, such as hydrochloric acid, sulfuric acid, phosphoric acid and hydrogen bromide; and Lewis acids, such as B-bromocatechol borane. Of these, we prefer B-bromocatechol borane or hydrochloric acid.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether; nitro compounds, such as nitroethane and nitrobenzene. Of these, we particularly prefer the halogenated hydrocarbons.
There is likewise no particular restriction on the nature of the bases used, provided that it has no adverse effect on any other part of the compound, and any base commonly used in reactions of this type may equally be used here. Examples of such bases include: metal alkoxides, such as sodium methoxide; alkali metal carbonates, such as sodium carbonate, potassium carbonate and lithium carbonate; alkali metal hydroxides, such as sodium hydroxide, potassium hydroxide and lithium hydroxide; and ammonia in various forms, such as aqueous ammonia or concentrated methanolic ammonia.
In the hydrolysis using a base, isomerization sometimes occurs.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, and any solvent commonly used for hydrolysis reactions may be used, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: water, organic solvents, such as alcohols (e.g. methanol, ethanol or propanol) and ethers (e.g. tetrahydrofuran or dioxane); or a mixture of water and one or more of the above organic solvents.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, in order to inhibit side reactions, we find it convenient to carry out the reaction at a temperature of from 0 to 150.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 1 to 10 hours will usually suffice.
Step C4(i)c
When the amino-protecting group is an aralkyl or aralkyloxycarbonyl group, we prefer to remove it by contacting it with a reducing agent in a solvent (preferably by catalytic hydrogenation at ambient temperature in the presence of catalyst) or by using an oxidizing agent.
The catalytic hydrogenation reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: organic solvents, such as alcohols (e.g. methanol, ethanol or isopropanol), ethers (e.g. diethyl ether, tetrahydrofuran or dioxane), aromatic hydrocarbons (e.g. toluene, benzene or xylene), esters (e.g. ethyl acetate or propyl acetate) and aliphatic acids (e.g. acetic acid) or a mixture of one or more of these organic solvents and water.
There is likewise no particular restriction on the nature of the catalysts used in the catalytic hydrogenation reaction, and any catalyst commonly used in reactions of this type may equally be used here. Examples of such catalysts include: palladium-on-carbon, palladium black, Raney nickel, platinum oxide, platinum black, rhodium-aluminum oxide, triphenylphosphine-rhodium chloride and palladium-barium sulfate.
There is no particular restriction on the pressure employed, and the reaction is normally conducted under pressure within the range of from 1 to 10 atmospheres.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from 0 to 100.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 1 to 24 hours will usually suffice.
The oxidation reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. A mixture of water and an organic solvent is preferred. Examples of suitable organic solvents include: ketones, such as acetone; halogenated hydrocarbons, especially halogenated aliphatic hydrocarbons, such as methylene chloride, chloroform and carbon tetrachloride; nitriles, such as acetonitrile; ethers, such as diethyl ether, tetrahydrofuran and dioxane; and amides, such as dimethylformamide, dimethylacetamide and hexamethylphosphoric triamide.
There is likewise no particular restriction on the nature of the oxidizing agents used, and any oxidizing agent commonly used in oxidation reactions of this type may equally be used here. Examples of such oxidizing agents include: potassium persulfate, sodium persulfate, cerium ammonium nitrate (CAN) and 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ).
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from 0 to 150.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 10 minutes to 24 hours will usually suffice.
Step C4(i)d
When the amino-protecting group is an alkenyloxycarbonyl group, it is preferably removed by treating the protected compound with a base under the same conditions as are employed when the amino-protecting group is an aliphatic acyl group, an aromatic acyl group, an alkoxycarbonyl group or a substituted methylene group which forms a Schiff base.
In case of an allyloxycarbonyl group, it may be removed by using palladium and triphenylphosphine or nickel tetracarbonyl, which is a simple process that can be conducted with few side reactions.
Step C4(ii)
The removal of the group R.sup.12 may be carried out according to the same procedure as that described in Step A9.
After the completion of any of the above reactions, the desired compound may be isolated from the reaction mixture by conventional means.
For example, in one suitable isolation procedure, the reaction mixture is appropriately neutralized and, after insoluble matter, if any, is removed by filtration, a water-immiscible organic solvent (e.g. ethyl acetate) is added. The organic layer is then separated and washed with, for example, water. The desired compound is then dried over, for example, anhydrous magnesium sulfate or anhydrous sodium sulfate. The solvent is then removed by distillation to give the desired compound.
The desired compound can, if desired, be isolated and purified by any one or more of the following procedures: recrystallization; reprecipitation; or another process which is normally used for isolation and purification of organic compounds, for example an adsorption column chromatography process using a carrier, such as silica gel, alumina or magnesium-silica gel, Florisil; a process using a synthetic adsorbent, for example, partition column chromatography using Sephadex (trade mark) LH-20 (manufactured by Pharmacia Co.), Amberlite (trade mark) XAD-11 (manufactured by Rohm & Haas Co.), Diaion (trade mark) HP-20 (manufactured by Mitsubishi Kasei Co., Ltd.); a process using ion-exchange chromatography; or a normal/reverse phase liquid chromatography process (preferably high performance liquid chromatography) using silica gel or an alkylated silica gel.
Reaction Scheme D
In this Reaction Scheme, a compound of formula (I) in which E represents a methylene group, that is to say a compound of formula (Ia), is prepared from a compound of formula (VIII), which may have been prepared as described in Reaction Scheme A, above. ##STR15##
Step D1
In this Step, a compound of formula (XIa) is prepared by reacting the amino group and the group of formula DH of a compound of formula (VIII) with paraformaldehyde in the presence or absence of an acid catalyst and in the presence or absence of a solvent to form an oxazolidine or thiazolidine ring.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aliphatic hydrocarbons, such as hexane, heptane, ligroin and petroleum ether; aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; esters, such as ethyl formate, ethyl acetate, propyl acetate, butyl acetate and diethyl carbonate; ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether; ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone, isophorone and cyclohexanone; nitro compounds, such as nitroethane and nitrobenzene; nitriles, such as acetonitrile, isobutyronitrile; amides, such as formamide, dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, N-methylpyrrolidinone and hexamethylphosphoric triamide; and sulfoxides, such as dimethyl sulfoxide and sulfolane. Of these, we prefer the aromatic hydrocarbons, most preferably benzene and toluene.
There is likewise no particular restriction on the nature of the acid catalysts used, and nay acid catalyst commonly used in reactions of this type may equally be used here. Examples of such acid catalysts include: Br.o slashed.nsted acids, such as inorganic acids (e.g. hydrochloric acid, hydrobromic acid, sulfuric acid, perchloric acid or phosphoric acid) or organic acids (e.g. acetic acid, formic acid, oxalic acid, methanesulfonic acid, p-toluenesulfonic acid, camphorsulfonic acid, trifluoroacetic acid or trifluoromethanesulfonic acid). Of these, we prefer the organic acids, most preferably p-toluenesulfonic acid.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from 50 to 200.degree. C., more preferably from 80 to 150.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 30 minutes to 48 hours, more preferably from 1 to 12 hours, will usually suffice.
Steps D2, D3 & D4
These Steps correspond to Steps A8, A9 and A10, respectively, and may be carried out using the same reagents and reaction conditions, ultimately to give a compound of formula (Ia).
The desired compound can, if desired, be isolated and purified by any one or more of the following procedures: recrystallization; reprecipitation; or another process which is normally used for isolation and purification of organic compounds, for example an adsorption column chromatography process using a carrier, such as silica gel, alumina or magnesium-silica gel, Florisil; a process using a synthetic adsorbent, for example, partition column chromatography using Sephadex (trade mark) LH-20 (manufactured by Pharmacia Co.), Amberlite (trade mark) XAD-11 (manufactured by Rohm & Haas Co.), Diaion (trade mark) HP-20 (manufactured by Mitsubishi Kasei Co., Ltd.); a process using ion-exchange chromatography; or a normal/reverse phase liquid chromatography process (preferably high performance liquid chromatography) using silica gel or an alkylated silica gel.
Reaction Scheme E
In this Reaction Scheme, a highly preferred compound of formula (I) in which L represents a fused ring system having a sulfoxide group in which the sulfur atoms is in the S-configuration, that is to say the optically active sulfoxide compound of formula (Ib), is prepared. ##STR16##
In the above formulae:
Ar, R.sup.1, R.sup.2, A, B, D, E, J and Y"are as defined above;
S*.fwdarw.O represents a sulfoxide group in which the sulfur atom is in the S-configuration.
This reaction corresponds to Step A10 and may be carried out using the same reagents and reaction conditions, to give a compound of formula (Ib).
Reaction Scheme F
This Reaction Scheme provides an alternative method of preparing the optically active sulfoxide compound of formula (Ib). ##STR17##
In the above formulae:
R.sup.1, R.sup.2, A, B, D, E, G', J, Ar and S*.fwdarw.O are as defined above; and
Step F1
In this Step, an aldehyde derivative of formula (XXIII) is prepared by oxidizing an alcohol derivative of formula (XIIIf). this reaction is usually carried out in a solvent in the presence of an oxidizing agent.
There is no particular restriction on the nature of the oxidation reactions used, and any oxidation reaction commonly used for forming an aldehyde from a primary alcohol may equally be used here. Examples of such oxidation reactions include: Collins oxidation which is carried out in methylene chloride using pyridine and chromic acid; PCC oxidation which is carried out in methylene chloride using pyridinium chlorochromate (PCC); PDC oxidation which is carried out in methylene chloride using pyridinium dichromate (PDC); DMSO oxidation such as Swern oxidation which is carried out in methylene chloride using an electrophilic agent (e.g., acetic anhydride, trifluoroacetic anhydride, thionyl chloride, sulfuryl chloride, oxalyl chloride, dicyclohexylcarbodiimide, diphenylketene-p-tolylimine, N,N-diethylaminoacetylene, N,N-dimethylamino-phenylacetylene, sulfur trioxide and pyridine complex) and dimethyl sulfoxide (DMSO); and manganese dioxide oxidation which is carried out in methylene chloride or benzene using manganese dioxide.
Preferably, Swern oxidation which is carried out in methylene chloride using oxalyl chloride and DMSO is employed.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -100.degree. C. to room temperature, more preferably from -78.degree. C. to -20.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 10 minutes to two days, more preferably from 10 minutes to 6 hours, will usually suffice.
Step F2
In this Step, an optically active sulfoxide derivative of formula (Ib) is prepared by reacting a compound of formula (XXIII) with the compound of formula (XXII) by means of a reductive amination reaction.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: alcohols such as methanol, ethanol and propanol; and ethers such as diethyl ether, tetrahydrofuran and dioxane. Of these, we prefer the alcohols, most preferably methanol or ethanol.
There is likewise no particular restriction on the nature of the reducing agents used, and any reducing agent commonly used in reactions of this type may equally be used here. Examples of such reducing agents include: hydride reagents such as alkali metal borohydrides such as sodium cyanoborohydride, sodium borohydride and lithium borohydride; aluminum hydride compounds such as lithium aluminum hydride and lithium tri-t-butoxyaluminohydride; sodium tellurium hydride; and organoaluminum hydride reducing agents such as diisobutylaluminum hydride and sodium bis(methoxyethoxy)aluminum hydride. Of these, we prefer the alkali metal borohydrides, most preferably sodium cyanoborohydride.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -10.degree. C. to 100.degree. C., more preferably from room temperature to 80.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 10 minutes to two days, more preferably from one hour to 6 hours, will usually suffice.
Reaction Scheme G
This provides an alternative method of preparing a compound of formula (XI), which may then be used to prepare a compound of the present invention. ##STR18##
In the above formulae:
R.sup.2, R.sup.11, R.sup.12, R.sup.13, R.sup.14, D, E and G are as defined above; and
This Reaction Scheme describes the preparation of compounds of formula (XI) wherein the ring has from 6 to 8-members.
Step G1
In this Step, a compound of formula (XX) is prepared by converting the primary hydroxy group of the diol compound of formula (VI) into a group to be eliminated (Step G1a), which is then replaced by the amino group of an amino alcohol compound of formula (XIX) to form a secondary amino group (Step G1b), which is then protected with an R.sup.14 group (Step G1c).
Step G1a
The conversion of the primary hydroxy group of the diol compound of formula (VI) into a group to be eliminated may be effected by the procedure described in the first stage of Step A4.
Step G1b
The reaction of replacing the group to be eliminated in the resulting compound by an amino group of the amino alcohol compound of formula (XIX) is usually carried out in a solvent using a metal salt.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether; ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone, isophorone and cyclohexanone; nitriles, such as acetonitrile, propionitrile and isobutyronitrile; and amides, such as formamide, dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, N-methyl-pyrrolidinone and hexamethylphosphoric triamide. Of these, we prefer the nitriles, more preferably acetonitrile.
There is likewise no particular restriction on the nature of the metal salts used, and any metal salt commonly used in reactions of this type may equally be used here. Examples of such metal salts include: metal perchlorates, such as lithium perchlorate, magnesium perchlorate and sodium perchlorate; metal chlorides, such as calcium chloride, zinc chloride and cobalt chloride; metal tetrafluoroborates, such as lithium tetrafluoroborate and potassium tetrafluoroborate; and zinc trifluoromethanesulfonate, preferably metal perchlorates, more preferably lithium perchlorate.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -20.degree. C. to 150.degree. C., more preferably from room temperature to 100.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 30 minutes to 2 days, more preferably from 2 hours to 24 hours, will usually suffice.
Step G1c
The final step of protecting the secondary amino group with the R.sup.14 group may be carried out as described in Step C2b.
Step G2
In this Step, a compound of formula (XXI) is prepared by subjecting the compound of formula (XX) to a Mitsunobu reaction so as to effect dehydration and ring closure.
This reaction is essentially the same as that described in Step C3, and may be carried out using the same reagents and reaction conditions.
It should be noted that the R.sup.11 and R.sup.14 groups may be eliminated during the process of this step. In such cases, the imino group can, if necessary, be protected again with the R.sup.14 group according to the procedures of Step G1c; while the hydroxy group can be protected again with the R.sup.11 group, according to the procedures of Steps A2(i) to (iii).
Step G3
In this Step, a compound of formula (XI) is prepared by removing the R.sup.11 and R.sup.14 groups of the compound of formula (XXI). This reaction is essentially the same as that described in Step C4(i), and may be carried out using the same reagents and reaction conditions.
Reaction Scheme H
This Reaction Scheme illustrates the preparation of a compound of formula (XXXII), which corresponds to the compound of formula (V) wherein the group represented by G has two carbon atoms. ##STR19##
In the above formulae
R.sup.2,R.sup.10, and R.sup.11 are as defined above;
R.sup.15 represents an alkyl group having from 1 to 6 carbon atoms, as defined and exemplified above in relation to R.sup.5, preferably a methyl, ethyl, propyl or isopropyl group, or two groups R.sup.15 may together represent an alkylene group having from 1 to 6 carbon atoms, preferably a methylene, ethylene or trimethylene group; and
W" represents a halogen atom, more preferably a chlorine atom.
Step H1
In this Step, a .beta.-ketoester derivative of formula (XXIX) is prepared from a compound of formula (XXVIII). This reaction may be effected by conventional procedures according to, for example, the method of J. Wemple et al. [Synthesis, 290 (1993)].
Step H2
In this Step, a ketal is prepared by reacting the .beta.-ketoester derivative of formula (XXIX) with an alcohol having the formula R.sup.15 --OH (wherein R.sup.15 is as defined above), with an alkanediol having the formula HO--R.sup.15' --OH (wherein R.sup.15' represents an alkylene group to be formed by the two R.sup.15 groups together) or with an orthoformic acid ester having the formula (R.sup.15 --O).sub.3 CH (wherein R.sup.15 is as defined above). This reaction may be carried out, for example, in the alcohol or the alkanediol in the presence or absence of an acid catalyst with heating.
Examples of alcohols having the formula R.sup.15 --OH include methanol, ethanol, propanol and isopropanol, preferably ethanol.
Examples of alkanediols having the formula HO--R.sup.15' --OH include ethylene glycol and propylene glycol.
Examples of orthoformic acid esters having the formula (R.sup.15 --O).sub.3 CH include trimethoxymethane and triethoxymethane, preferably triethoxymethane.
This step is preferably carried out with heating in ethanol in the presence of ethyl orthoformate using p-toluenesulfonic acid as the catalyst.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from 40.degree. C. to 150.degree. C., more preferably from 50.degree. C. to 100.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 30 minutes to two days, more preferably from two hours to 12 hours, will usually suffice.
Step H3
In this Step, the ester of formula (XXX) is reduced to form a primary hydroxy group, the ketal group is then deprotected, and then the primary hydroxy group is protected with a group R.sup.11, to prepare a compound of formula (XXXI).
The reaction to reduce the ester is essentially the same as that in the first stage of Step A2, and may be carried out using the same reagents and reaction conditions.
The deprotection of the ketal group is usually carried out in a solvent in the presence of an acid, preferably in chloroform using trifluoroacetic acid.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -20.degree. C. to 100.degree. C., more preferably from -10.degree. C. to room temperature. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 10 minutes to 24 hours, more preferably from 30 minutes to 2 hours, will usually suffice.
The reaction protecting the primary hydroxy group may be carried out according to any of Steps A2(i) to (iii), preferably according to Step A2(i).
Step H4
In this Step, a compound of formula (XXXII) is prepared by converting the carbonyl group of the compound of formula (XXXI) into an exo-methylene group by the Wittig reaction in a solvent in the presence of a base. The reaction in this step is essentially the same as that in Step A1c, and may be carried out using the same reagents and reaction conditions.
Reaction Scheme I ##STR20##
In the above formulae, G,R.sup.2 and R.sup.11 are as defined above.
This is another process for preparing the compound of formula (V), which may then be used in Reaction Scheme A or C.
Step I1
In this Step, a compound of formula (V) is prepared by reacting a compound of formula (XVI) with metallic magnesium by any conventional method to prepare a Grignard reagent and thereafter carrying out a cross coupling reaction of the above-mentioned Grignard reagent with a compound of formula (XXXIII) using a palladium catalyst or a nickel catalyst.
There is no particular restriction on the nature of the palladium catalysts used, and any palladium catalyst commonly used in reactions of this type may equally be used here. Examples of such palladium catalysts include: tetrakis(triphenylphosphine)palladium(O), bis(acetonitrile)palladium(II) chloride, bis(triphenylphosphine)palladium(II) chloride, [1,1'-bis(diphenylphosphino)-ferrocene]palladium (II) chloride, tris(dibenzylideneacetone)dipalladium(O), [1,2-bis(diphenylphosphino)ethane]dichloropalladium(II) and palladium (II) acetate.
There is likewise no particular restriction on the nature of the nickel catalysts used, and any nickel catalyst commonly used in reactions of this type may equally be used here. Examples of such nickel catalysts include: bis(triphenylphosphine)-nickel(II) chloride, [1,3-bis(diphenylphosphino)propane]nickel(II) chloride and nickel(II) acetylacetonate.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, and dimethoxyethane diethylene glycol dimethyl ether, more preferably diethyl ether or tetrahydrofuran.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from 0.degree. C. to 120.degree. C., more preferably from at room temperature to 80.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 10 minutes to 24 hours, more preferably from 30 minutes to 5 hours, will usually suffice.
Reaction Scheme J
This Reaction Scheme illustrates the preparation of the optically active sulfoxide compound of formula (XXII) used as a starting material in Reaction Scheme E. ##STR21##
In the above formulae:
R.sup.14,J, the ring Ar and the formula S*.fwdarw.O are as defined above.
Q represents a hydroxy group or a halogen atom such as a chlorine, bromine, iodine or fluorine atom; and
Q' represents a halogen atom, preferably a bromine atom.
Step J1
In this Step, a compound of formula (XXXV) is prepared from a compound of formula (XXXIV).
Step J1a
When Q represents a hydroxy group, this step can be achieved by converting the hydroxy group of the compound of formula (XXXIV) into an acetylthio group, followed by hydrolysis of the acetylthio group using a base so as to remove the acetyl group.
The first stage of these reactions may be achieved:
(a) by converting the hydroxy group of the compound of formula (XXXIV) into a group to be eliminated, followed by reaction of the group to be eliminated with a salt of thioacetic acid; or
(b) by carrying out a Mitsunobu reaction using thioacetic acid.
The reaction converting the hydroxy group into a group to be eliminated in (a) may be carried out according to the latter substep in Step A9; whereas the thioacetyl group substitution reaction is usually achieved by reaction with a salt of thioacetic acid in a solvent.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether; ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone, isophorone and cyclohexanone; nitriles, such as acetonitrile, propionitrile and isobutyronitrile; and amides, such as formamide, dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, N-methylpyrrolidinone and hexamethylphosphoric triamide. Of these, we prefer the amides, more preferably dimethylformamide.
Examples of salts of thioacetic acid which may be employed in this reaction include metal salts of thioacetic acid such as lithium thioacetate, sodium thioacetate and potassium thioacetate.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -20.degree. C. to 150.degree. C., more preferably from room temperature to 100.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 30 minutes to two days, more preferably from 2 hours to 24 hours, will usually suffice.
The Mitsunobu reaction in (b) described above may be carried out in the same manner as in Step C3 except that the compound of formula (XXXIV) and thioacetic acid are employed.
The reaction eliminating the acetyl moiety in the acetylthio group can be achieved by treating it with a base in a solvent.
There is likewise no particular restriction on the nature of the bases used, and any base commonly used in reactions of this type may equally be used here. Examples of such bases include: metal alkoxides, such as sodium methoxide; alkali metal carbonates, such as sodium carbonate, potassium carbonate and lithium carbonate; alkali metal and alkaline earth metal hydroxides, such as sodium hydroxide, potassium hydroxide, lithium hydroxide and barium hydroxide; and various forms of ammonia such as aqueous ammonia water or concentrated methanolic ammonia.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, and any solvent commonly employed in hydrolysis reactions may be used, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: water; organic solvents, for example, alcohols (such as methanol, ethanol or propanol), ethers (such as tetrahydrofuran or dioxane) or a mixture of water with any one or more of these organic solvents.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, in order to control side reactions, we find it convenient to carry out the reaction at a temperature of from 0 to 150.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from one to 10 hours will usually suffice.
Step J1b
Where Q is a halogen atom, this step can be achieved by heating the compound of formula (XXXIV) and thiourea in a solvent to effect reaction therebetween, followed by hydrolysis.
The first stage of this reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include alcohols, such as methanol, ethanol and isopropanol.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from room tenmperature to 150.degree. C., more preferably from 50.degree. C. to 100.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 30 minutes to four days, more preferably from 12 hours to 24 hours, will usually suffice.
The hydrolysis in the latter substep is usually carried out in a mixture of water with one or more of the alcohols described above.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from room temperature to 150.degree. C., more preferably from 50.degree. C. to 100.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 30 minutes to 6 hours, more preferably from 30 minutes to 2 hours, will usually suffice.
Step J2
In this Step, a compound of formula (XXXV) is reacted with a compound of formula (XXXVI) in a solvent in the presence of a base to provide a compound of formula (XXXVII).
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aliphatic hydrocarbons, such as hexane and heptane; aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether; nitriles, such as acetonitrile and isobutyronitrile; amides, such as formamide, dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, N-methylpyrrolidinone and hexamethylphosphoric triamide. Of these, we prefer the ethers, most preferably tetrahydrofuran.
There is likewise no particular restriction on the nature of the bases used, and any base commonly used in reactions of this type may equally be used here. Examples of such bases include: alkali metal hydrides, such as lithium hydride, sodium hydride and potassium hydride; and organometallic bases, such as butyllithium, sec-butyllithium, t-butyllithium, lithium diisopropylamide and lithium bis(trimethylsilyl)amide. Of these, we prefer the organometallic bases, most preferably butyllithium.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -100.degree. C. to 100.degree. C., more preferably from -78.degree. C. to 0.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 0.5 hour to 10 hours, more preferably from 1 hour to 6 hours, will usually suffice.
Step J3
In this Step, a compound of formula (XXXVII) is dehydrated in the presence or absence of a solvent and in the presence of an acid to close a ring and to prepare a compound of formula (XXXVIII).
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: alcohols, such as methanol and ethanol; aliphatic hydrocarbons, such as hexane and heptane; aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether; ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone, isophorone and cyclohexanone; nitriles, such as acetonitrile and isobutyronitrile; amides, such as formamide, dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, N-methyl pyrrolidinone and hexamethylphosphoric triamide. Of these, we prefer methanol or ethanol.
There is likewise no particular restriction on the nature of the acids used, and any acid commonly used in reactions of this type may equally be used here. Examples of such acids include: Bro/nsted acids, such as inorganic acids (e.g. hydrogen chloride, hydrobromic acid, sulfuric acid, perchloric acid or phosphoric acid) and organic acids (e.g. acetic acid, formic acid, oxalic acid, methanesulfonic acid, p-toluenesulfonic acid, trifluoroacetic acid and trifluoromethanesulfonic acid), and Lewis acids, such as boron trichloride, boron trifluoride and boron tribromide, or acidic ion exchange resins. Of these, we prefer the inorganic acids, most preferably sulfuric acid.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from 0.degree. C. to 150.degree. C., more preferably from 50.degree. C. to 120.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 10 minutes to 24 hours, more preferably from 5 hours to 24 hours, will usually suffice.
Step J4
In this Step, an optically active sulfoxide derivative of formula (XXXIX) from a compound of formula (XXXVIII) and is achieved by
(a) directly carrying out an asymmetric oxidation of the compound of formula (XXXVIII) or
(b) oxidizing the compound of formula (XXXVIII) and thereafter optically resolving the compound by a diastereomeric method.
(a) The asymmetric oxidation in which a sulfoxide is obtained from a sulfide may be a chemical method using an optically active oxidizing agent, a chemical method using a combination of an chiral ligand and an oxidizing agent or a biological method using baker's yeasts and microorganisms. Such an asymmetric oxidation is, for example, described in the following references:
1) G. Solladie, Synthesis 185 (1981):
2) K. K. Andersen, The Chemistry of Sulfones and Sulfoxides: S. Patai, Z. Rappoport, C. J. M. Stirling., Eds. Wiley & Sons, Ltd.; Chichester, England, 1988, Chapter 3, pp 55-94: G. H. Posner., ibid. Chapter 16, pp 823-849:
3) H. B. Kagan et al., Synlett 643 (1990):
4) H. B. Kagan, Asymmetric Oxidation of Sulfides in Catalytic Asymmetric Synthesis 1, Ojima Ed. VCH, pp 203-226 (1993):
5) F. A. Davis et al., J.Am.Chem.Soc., 114, 1428 (1992).
Of these, the asymmetric oxidation is preferable, in which (3'S, 2R)-(-)-N-(phenylsulfonyl) (3,3-dichlorocamphoryl)oxazolidine or (+)-[(8,8-dimethoxycamphoryl) sulfonyl] oxazolidine as reported by F. A. Davis et al. is used.
Where the asymmetric oxidation is carried out according to the method of F. A. Davis et al., the reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: water, alcohols, such as methanol, ethanol, propanol, isopropanol, butanol, isobutanol and isoamyl alcohol; aliphatic hydrocarbons, such as hexane and heptane; aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; esters, such as ethyl formate, propyl acetate, butyl acetate and diethyl carbonate; ethers, such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether; nitriles, such as acetonitrile and isobutyronitrile; and pyridine.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -50.degree. C. to 50.degree. C., more preferably from -20.degree. C. to room temperature. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 10 minutes to 3 days, more preferably from 2 hours to 1 day, will usually suffice.
(b) When carrying out optical resolution by a diastereomeric method, a compound of formula (XXXVIII) is first oxidized by a conventional method to synthesize a racemate of the sulfoxide derivative. Then, an optically active sulfoxide derivative (XXXIX) can be obtained by removing the protecting group, as described in Step C4(i), and thereafter by forming a salt using an appropriate optically active carboxylic acid as an optical resolving reagent, and by carrying out fractional recrystallization.
The oxidation reaction of the former step is ordinarily carried out in the presence or absence of a solvent and using an oxidizing agent.
There is likewise no particular restriction on the nature of the oxidizing agents used, and any oxidizing agent commonly used in reactions of this type in which a sulfide is oxidized to produce a sulfoxide may equally be used here. Examples of such oxidizing agents include: peracids, such as m-chloroperbenzoic acid, 3,5-dinitroperbenzoic acid, o-carboxyperbenzoic acid, peracetic acid, pertrifluoroacetic acid and perphthalic acid; and a combination of a succinimide, such as N-bromosuccinimide and an alkali, more preferably a peracids, most preferably m-chloroperbenzoic acid.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. Examples of suitable solvents include: aromatic hydrocarbons, such as benzene, toluene and xylene; halogenated hydrocarbons, such as methylene chloride and chloroform; ethers, such as diethyl ether, tetrahydrofuran, dioxane and dimethoxyethane; amides, such as dimethylformamide, dimethylacetamide and hexamethylphosphoric triamide; sulfoxides, such as dimethyl sulfoxide; alcohols, such as methanol, ethanol, propanol, isopropanol, butanol, isobutanol and isoamyl alcohol; dilute acids, such as aqueous sulfuric acid; dilute bases, such as aqueous sodium hydroxide; water; ketones, such as acetone and methyl ethyl ketone; organic bases, such as pyridine; nitriles, such as acetonitrile; or a mixture of any two or more of these solvents, more preferably a halogenated hydrocarbon, and most preferably methylene chloride.
The reaction can take place over a wide range of temperatures, and the precise reaction temperature is not critical to the invention. The preferred reaction temperature will depend upon such factors as the nature of the solvent, and the starting material or reagent used. However, in general, we find it convenient to carry out the reaction at a temperature of from -20.degree. C. to 80.degree. C., more preferably from -5.degree. C. to 50.degree. C. The time required for the reaction may also vary widely, depending on many factors, notably the reaction temperature and the nature of the reagents and solvent employed. However, provided that the reaction is effected under the preferred conditions outlined above, a period of from 1 hour to 24 hours, more preferably from 2 hours to 12 hours, will usually suffice.
The optical resolving agent employed for carrying out optical resolution is not particularly limited and examples include tartaric acid, camphor-10-sulfonic acid and mandelic acid, particularly preferably mandelic acid.
The reaction is normally and preferably effected in the presence of a solvent. There is no particular restriction on the nature of the solvent to be employed, provided that it has no adverse effect on the reaction or on the reagents involved and that it can dissolve the reagents, at least to some extent. A suitable solvent is acetonitrile.
The salt thus obtained by the resolution is converted to a corresponding amine by using an aqueous alkali, such as aqueous sodium hydroxide, followed by extraction with a solvent which is not dissolved in water (for example, an aromatic hydrocarbon, such as benzene, toluene or xylene; a halogenated hydrocarbon, such as methylene chloride or chloroform; or an ether, such as diethyl ether) to isolate an optically active sulfoxide derivative of formula (XXXIX).
Step J5
In this Step, a compound of formula (XXII) is prepared by removing the protective group R.sup.14 group from the compound of formula (XXXIX). The reaction may be carried out using any of the procedures described in Step C4(i).
After the completion of any of the above reactions, the desired compound may be isolated from the reaction mixture by conventional means.
For example, in one suitable isolation procedure, the reaction mixture is appropriately neutralized and, after insoluble matter, if any, has been removed by filtration, a water-immiscible solvent (e.g. ethyl acetate) is added. The organic layer is separated and washed with, for example, water. The desired compound is then dried, for example over anhydrous magnesium sulfate or anhydrous sodium sulfate. Then, the solvent is distilled off to give the desired compound.
The desired compound can, if desired, be isolated and purified by any one or more of the following procedures: recrystallization; reprecipitation; or another process which is normally used for isolation and purification of organic compounds, for example an adsorption column chromatography process using a carrier, such as silica gel, alumina or magnesium-silica gel, Florisil; a process using a synthetic adsorbent, for example, partition column chromatography using Sephadex (trade mark) LH-20 (manufactured by Pharmacia Co.), Amberlite (trade mark) XAD-11 manufactured by Rohm & Haas Co.), Diaion (trade mark) HP-20 (manufactured by Mitsubishi Kasei Co., Ltd.); a process using ion-exchange chromatography; or a normal/reverse phase liquid chromatography process (preferably high performance liquid chromatography) using silica gel or alkylated silica gel.
The starting materials [for example, the compound of formula (XXXIV), etc.] can be purchased commercially or the materials can be easily synthesized according to well known preparation methods.
BIOLOGICAL ACTIVITY
The novel compounds of the present invention have a superior antagonistic effect on substance P and neurokinin A receptors. Moreover, since they have low toxicity, they are useful for the prevention and therapy of tachykinin-mediated diseases, examples of which include diseases of the central nervous system including anxiety, depression, psychosis and schizophrenia; neurodegenerative diseases including dementia of AIDS, Alzheimer's senile dementia, Alzheimer's disease, Down's syndrome, demyelinating disease, amyotrophic lateral sclerosis, neuropathy, peripheral neuropathy and neuralgia; respiratory diseases including chronic obstructive lung disease, bronchitis, pneumonia, bronchoconstriction, asthma and cough; inflammatory diseases, such as inflammatory bowel diseases (IBD), psoriasis, fibrosis, arthrosteitis, degenerative arthritis and rheumatoid arthritis; allergic diseases including eczema and rhinitis; hypersensitivity diseases including hypersensitivity to vines; ophthalmological diseases including conjunctivitis, vernal conjunctivitis, vernal catarrh, destruction of the blood-aqueous humor barrier caused by various inflammatory eye diseases, elevated intraocular pressure and miosis; skin diseases including contact dermatitis, atopic dermatitis, urticaria and other eczematoid dermatitis; addictions including alcohol dependency; somatic diseases caused by stress; sympathetic reflex dystrophy including hand and shoulder syndrome; dysthymia; undesirable immune reactions including rejection of grafts, diseases relating to immunopotentiation including systemic lupus erythematosus or immunosuppression; digestive diseases including diseases caused by abnormalities in nerves regulating the organs, colitis, ulcerative colitis and Crohn's disease; emesis including emesis induced by adverse effects of X-ray irradiation and chemotherapy, poisons, toxins, pregnancy, vestibular disorders, postoperative illness, gastrointestinal occlusion, reduced gastrointestinal movement, visceral pain, migraine headache, increased intracranial pressure, reduced intracranial pressure or administration of various drugs; urinary bladder functional diseases including cystitis and urinary incontinence; eosinophilia caused by collagen diseases, scleriasis and Fasciola hepatica infection; diseases caused by abnormal blood flow due to vasodilation or vasoconstriction including angina pectoris, migraine headache and Reynauds's disease; and, pain of pain nociceptive reception including migraine headache, headache and toothache.
The compounds of the present invention can be administered orally, for example in the form of tablets, capsules, granules, powders or syrups, or administered parenterally, for example in the form of injection preparations or suppositories. These preparations may be produced using additives, such as excipients [e.g. sugar derivatives, such as lactose, sucrose, glucose, mannitol or sorbitol; starch derivatives, such as corn starch, potato starch, .alpha.-starch, dextrin or carboxymethyl starch; cellulose derivatives, such as crystalline cellulose, low substitution degree hydroxypropylcellulose, hydroxypropylmethylcellulose, carboxymethylcellulose, carboxymethylcellulose calcium or internally cross-linked carboxymethylcellulose sodium; gum arabic; dextran; organic excipients, such as pullulan; silicate derivatives, such as light anhydrous silicic acid, synthetic aluminum silicate or magnesium aluminate metasilicate; phosphates, such as calcium phosphate; carbonates, such as calcium carbonate; inorganic excipients, such as sulfates (e.g. calcium sulfate),]; lubricants [e.g. stearic acid and metal stearates, such as calcium stearate, and magnesium stearate; talc; colloidal silica; waxes, such as bee gum, and spermaceti; boric acid; adipic acid; sulfates, such as sodium sulfate; glycol; fumaric acid; sodium benzoate; DL leucine; fatty acid sodium salts; laurylsulfates, such as sodium laurylsulfate, and magnesium laurylsulfate; silicic acids, such as anhydrous silicic acid, and silicate hydrate; and the above starch derivatives]; binders [e.g. polyvinyl pyrrolidone, macrogol and the same compounds as those of the above excipients]; disintegrators [e.g. the same compounds as those of the above excipients and chemically modified starchcelluloses, such as croscarmellose sodium, carboxymethylstarch sodium, and cross-linked polyvinylpyrrolidone]; stabilizers [e.g. paraoxybenzoates, such as methylparaben, and propylparaben; alcohols, such as chlorobutanol, benzyl alcohol, and phenethyl alcohol; benzalkonium chloride; phenols, such as phenol, cresol; thimerosal; dehydroacetic acid; and sorbic acid]; corrigents [e.g. normally used sweetening agents, sour agents, and perfumes]; and diluents according to a per se known process.
The dose varies depending on the severity of the disease, as well as the age and body weight of the patient, and the administration route. For example, in the case of oral administration, it is advantageous that the compound of the present invention should be administered one to several times per day with a dose of from 0.01 mg/kg body weight (preferably 0.1 mg/kg body weight, lower limit) to 100 mg/kg body weight (preferably 50 mg/kg body weight, upper limit) according to the severity of diseases. In case of intravenous administration, it is advantageous that the compound of the present invention is administered one to several times per day with a dose of 0.01 mg/kg body weight (preferably 0.05 mg/kg body weight, lower limit) to 100 mg/kg body weight (preferably 50 mg/kg body weight, upper limit) according to the severity of the disease.
The biological activity of the compounds of the present invention may be assessed by the following tests.
NK.sub.1 Receptor Binding Test
(a) Preparation of crude lung membrane fraction
A crude membrane fraction was prepared from the lung of male Hartley guinea pigs. The guinea pigs were bled from the cava abdominalis under chloroform anaesthesia and the pulmonary airway tissue was extracted immediately.
The extracted lung was perfused with a buffer (1) (50 mM Tris-HCl, pH 7.4), thinly cut in the buffer, and then homogenised in a buffer (2) [buffer (1) containing 120 mM sodium chloride and 5 mM potassium chloride] using a Polytron homogenizer. The tissue mass was removed from the homogenate by filtration with a nylon mesh (50 .mu.m) and the supernatant was centrifuged (30,000.times.g, 30 minutes, 4.degree. C.). The resultant pellet was resuspended in an ice-cooled buffer (3) [buffer (1) containing 10 mM EDTA and 300 mM potassium chloride], allowed to stand at 4.degree. C. for 60 minutes and then washed centrifugally twice (30,000.times.g, 15 minutes, 4.degree. C.).
The crude membrane fraction was preserved at -80.degree. C. before use.
(b) Receptor binding test
To a mixed solution (250 .mu.l) of the test drug and [.sup.3 H]-substance P (final concentration: 1 nM) (50 mM Tris-HCl, pH 7.4; 6 mM manganese chloride, 800 .mu.g/ml BSA, 8 .mu.g/ml chymostatin, 8 .mu.g/ml leupeptin, 80 .mu.g/ml bacitracin, 20 .mu.g/ml phosphoramidon) was added a crude lung membrane fraction solution (250 .mu.l), followed by incubation at room temperature for 30 minutes.
At the end of this time, a lung membrane ingredient was recovered on a GF/B glass fiber (manufactured by Whatman Co.) using an automatic filtering device (manufactured by Brandel Co.).
The glass filter was used after being pre-treated with a 0.1% polyethyleneimine solution for about 4 hours so as to inhibit non-specific binding as little as possible. The membrane ingredient-recovered filter was transferred to a mini-plastic vial containing a pico flow (4 ml) and the radioactivity was measured using a liquid scintillation counter (LCS3000, manufactured by Beckman Co.).
The results are shown in Table 4:
TABLE 4______________________________________Test Compound IC.sub.50 (ng/ml)______________________________________Compound of Example 75 5.9Compound A 38Compound B >1000Compound C 6.5______________________________________
As can be seen from the above results, the compound of the present invention exhibited an activity against NK.sub.1 receptors which is at least equal to that of Compound C, which exhibited the strongest activity of the closet compounds of the prior art.
NK.sub.2 receptor binding test
(a) Preparation of crude ileum membrane fraction
A crude membrane fraction was prepared from the ileum of male Hartley guinea pigs. The guinea pigs were bled from the cava abdominalis under chloroform anaesthesia and the ileum was extracted immediately.
After the contents, secreta and epithelium of the lumen had been scraped off using a glass slide, the extracted ileum was thinly cut in a buffer (1) (50 mM Tris-HCl, pH 7.4) and then homogenised in a buffer (2) [buffer (1) containing 120 mM sodium chloride and 5 mM potassium chloride] using a Polytron homogenizer.
The tissue mass was removed from the homogenate by filtration with a nylon mesh (50 .mu.m) and the supernatant was centrifuged (30,000.times.g, 30 minutes, 4.degree. C.). The resultant pellet was resuspended in an ice-cooled buffer (3) [buffer (1) containing 10 mM EDTA and 30 mM potassium chloride], allowed to stand at 4.degree. C. for 60 minutes and then washed centrifugally twice (30,000.times.g, 15 minutes, 4.degree. C.).
The crude membrane fraction was preserved at -80.degree. C. before use.
(b) Receptor binding test
To a mixed solution (250 .mu.l) of the test drug and [.sup.3 H]-SR-48968 (manufactured by Amasham Co., final concentration: 1 nM) (50 mM Tris-HCl, pH 7.4; 4.6 mM manganese chloride, 800 .mu.g/ml BSA, 8 .mu.g/ml chymostatin, 8 .mu.g/ml leupeptin, 80 .mu.g/ml bacitracin, 20 .mu.g/ml phosphoramidon) was added a crude ileum membrane fraction solution (250 .mu.l), followed by incubation at room temperature for 30 minutes.
At the end of this time, a membrane ingredient was recovered on a GF/B glass fiber filter (manufactured by Whatman Co.) using an automatic filtering device (manufactured by Brandel Co.). The glass filter was used after pre-treatment with a 0.1% polyethyleneimine solution for about 4 hours so as to inhibit non-specific binding as little as possible.
The membrane ingredient-recovered filter was transferred to a mini-plastic vial containing a pico flow (4 ml) and the radioactivity was measured using a liquid scintillation counter (LSC3000, manufactured by Beckman Co.).
The compound of the present invention showed a good activity to NK.sub.1 and NK.sub.2 receptors in comparison with the compounds of the prior art.
The results are shown in Table 5:
TABLE 5______________________________________Test Compound IC.sub.50 (ng/ml)______________________________________Compound of Example 75 0.85Compound A 18Compound B 2.2Compound C 31______________________________________
As can be seen from the above results, the compound of the present invention exhibited an activity against NK.sub.2 receptors which is greater than that of any of the closest compound of the prior art. Moreover, Compound C, which exhibited the strongest activity in the NK.sub.1 binding test, here exhibited very weak activity.
Inhibitory Effect on SP-Induced Increased Vascular Permeability
The inhibitory effect on increased vascular permeability induced by substance P (SP), an NK.sub.1 receptor agonist, was assessed based on the amount of pigment leakage as an index using guinea pigs (body weight: approx. 400 g, male Hartley guinea pigs). Immediately after administering pigment (Evans blue: 20 mg/kg, i.v.) and the test drug in that order into the femoral vein of the guinea pigs under pentobarbital anaesthesia (25 mg/kg, i.p.), increased vascular permeability was induced by administration of SP (1 mg/kg, i.v.). Fifteen minutes later, the guinea pigs were sacrificed by chloroform anaesthesia and the amount of pigment that leaked into the primary bronchus was measured according to the method of Harada (J. Pharm. Pharmacol., 23, 218, 1971). Inhibitory effect was determined based on the amount of pigment leakage found in guinea pigs not treated with the test drug, and expressed as the percent of inhibition (%) and the dose level that caused inhibition of 50% (ID.sub.50).
The results are shown in Table 6:
TABLE 6______________________________________Test Compound ID.sub.50 (mg/kg, i.v.)______________________________________Compound of Example 75 0.025Compound of Example 76 0.047Compound A 5.8Compound B >10Compound C 0.019______________________________________
As can be seen from the above results, the compounds of the present invention exhibited an inhibitory effect on Substance P-induced increased vascular permeability which is at least equal to that of Compound C, which exhibited the strongest activity of the closest compounds of the prior art.
Inhibitory Effect on NKA-Induced Bronchoconstriction
The inhibitory effect on bronchoconstriction induced with [Nle.sup.10 ]-NKA[4-10], an NK.sub.2 receptor agonist having higher specificity than neurokinin A (NKA), was assessed based on airway pressure as an index according to the modified method of Konzett-Rossler [Naunyn-Schmiedebergs Arch. Exp. Pathol. Pharmakol., 195, 71, (1940)] using guinea pigs (body weight: approximately 500 g, male Hartley guinea pigs).
After calculating the trachea of the guinea pigs under pentobarbital anaesthesia (30 mg/kg, s.c.) and treatment with gallamine (20 mg/kg, i.v.), the animals were ventilated artificially with a constant volume respiration pump (UgoBasile, 7025) at a frequency of 60 per minute and a tidal volume of 8 ml/kg. Airway pressure during artificial respiration was amplified by means of a pressure transducer (Nihon Koden, TP-200T) installed in a branch of the trachea cannula, detected (Nihon Koden, AP-610G), and recorded with a recorder (Nihon Koden, WT-685G). Following pre-treatment with atropine (1 mg/kg, i.v.) and propranolol (1 mg/kg, i.v.), the test drug was administered intravenously. Five minutes later, bronchoconstriction was induced with [Nle.sup.10 ]-NKA[4-10] at 4 mg/kg, i.v., and then airway pressure was measured for 10 minutes. The inhibitory effect was determined based on the intensity of bronchoconstriction of guinea pigs not treated with the test drug, and expressed as the percent of inhibition (%) and the dose level that caused inhibition of 50%(ID50).
The results are shown in Table 7.
TABLE 7______________________________________Test Compound ID.sub.50 (mg/kg, i.v.)______________________________________Compound of Example 75 0.074Compound of Example 76 0.047Compound A >10Compound B 0.37Compound C 1.7______________________________________
As can be seen from the above results, the compounds of the present invention exhibited an activity against NK.sub.2 receptors which is greater than that of any of the closest compounds of the prior art.
It is apparent from the above data that the compounds of the present invention exhibited strong activity against both NK.sub.1 and NK.sub.2 receptors. Moreover, the compounds of the present invention have an activity against the NK.sub.1 receptors which is at least equal to that of the closest prior art compounds, and has a stronger activity against the NK.sub.2 receptors than that of the closest prior art compounds.
PREPARATION 1
N,N-Dimethyl-1-t-butoxycarbonyl-4-phenylpiperidine-4-carboxamide
1.0 g (3.27 mmole) of t-butoxycarbonyl-4-phenylpiperidine-4-carboxylic acid was dissolved in 20 ml of anhydrous methylene chloride, and 690 mg (3.6 mmole) of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride, 490 mg (3.6 mmole) of 1-hydroxybenzotriazole, 1.3 ml (7.53 mmole) of diisopropylethylamine and 295 mg (3.93 mmole) of dimethylamine hydrochloride were added to the resulting solution, which was then stirred under a nitrogen atmosphere at room temperature for 15 hours. At the end of this time, the reaction mixture was diluted with methylene chloride, washed with water and with a saturated aqueous solution of sodium chloride, in that order, and then dried over anhydrous sodium sulfate.
The solvent was then removed by distillation under reduced pressure, and the resulting residue was purified by silica gel column chromatography using a gradient elution method, with mixtures of ethyl acetate and hexane ranging from 10:1 to 7:1 by volume as the eluent, to give 925 mg (yield 85%) of the title compound as white crystals.
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.34 (2H, doublet of triplets, J=6.7 and & 1.9 Hz);
7.26-7.21 (3H, multiplet);
3.96 (2H, broad singlet);
3.21 (2H, broad singlet);
2.85 (3H, broad singlet);
2.60 (3H, broad singlet);
2.31 (2H, doublet, J=12.05 Hz);
1.87 (2H, broad singlet);
1.45 (9H, singlet).
Mass spectrometric analysis (EI) m/z: 332(M.sup.+).
"EI" represents "Electron Ionization"
PREPARATION 2
N,N-Dimethyl-4-phenylpiperidine-4-carboxamide hydrochloride
900 mg (2.7 mmole) of N,N-dimethyl-1-t-butoxycarbonyl-4-phenylpiperidine-4-carboxamide (prepared as described in Preparation 1) were dissolved in 10 ml of ethyl acetate, and 5 ml of a 4 N solution of hydrogen chloride in dioxane were added, whilst ice-cooling. The mixture was then stirred at 0.degree. C. for 1 hour. At the end of this time, the crystals which had deposited were collected by filtration, to give 690 mg (yield 95%) of the title compound as white crystals.
Nuclear Magnetic Resonance Spectrum (400 MHz, hexadeuterated dimethyl sulfoxide) .delta. ppm:
9.02 (1H, broad singlet);
7.43 (2H, triplet, J=7.6 Hz);
7.31 (1H, doublet, J=7.2 Hz);
7.23 (2H, doublet, J=7.1 Hz);
3.25 (2H, doublet, J=13.1 Hz);
3.03 (2H, triplet, J=12.1 Hz);
2.79 (3H, broad singlet);
2.54 (3H, broad singlet);
2.37 (2H, doublet, J=12.9 Hz);
2.11 (2H, doublet of triplets, J=13.4 & 3.3 Hz).
Mass spectrometric analysis (EI) m/z: 232 (free form, M.sup.+)
PREPARATION 3
Spiro[benzo[c]thiophene-1(3H),4'-piperidine] hydrochloride
3(a) 1'-Cyanospiro[benzo[c]thiophene-1-(3H),4'-piperidine]
2.34 g (22.1 mmole) of bromine cyanide were dissolved in 20 ml of anhydrous chloroform, and an anhydrous chloroform solution of 2.2 g (10 mmole) of 1'-methylspiro[benzo[c]thiophene-1-(3H),4'-piperidine] [synthesised according to the process described in J. Org. Chem., Vol. 41, page 2628 (1976)] was added dropwise under reflux under a nitrogen atmosphere over a period of 20 minutes. The mixture was then heated under reflux for 9 hours, after which the reaction mixture was cooled and poured into ice-cooled aqueous 1 N aqueous hydrochloric acid. The chloroform layer was then separated, washed with water and dried over anhydrous sodium sulfate.
The solvent was then removed by distillation under reduced pressure, and the resulting residue was purified by silica gel column chromatography, using a 1:9 by volume mixture of ethyl acetate and hexane as the eluent, to obtain 1.3 g (yield 56%) of the title compound as white crystals.
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.38-7.27 (3H, multiplet);
7.21 (1H, doublet of doublets, J=1.9 & 6.4 Hz);
4.20 (2H, singlet);
3.51 (2H, multiplet);
3.37 (2H, doublet of triplets, J=2.2 & 12.9 Hz);
2.29 (2H, doublet of triplets, J=4.6 & 12.9 Hz);
1.91 (2H, multiplet).
Mass spectrometric analysis (FAB) m/z: 231 (M+H).sup.+
FAB is "Fast Atom Bombardment"
3(b) 1'-t-Butoxycarbonylspiro[benzo[c]thiophene-1-(3H),4'-piperidine]
1.34 g (5.64 mmole) of 1'-cyanospiro[benzo[c]thiophene-1(3H),4'-piperidine] [prepared as described in step (a) above] were dissolved in 20% w/v aqueous hydrochloric acid, and the solution was heated under reflux for 20 hours. At the end of this time, the reaction mixture was cooled and washed with ethyl acetate. The aqueous layer was separated and made basic by the addition of a 10% w/v aqueous solution of sodium hydroxide; it was then extracted three times with chloroform. The solvent was then removed from the combined extracts by distillation under reduced pressure, and the resulting residue was dissolved in anhydrous methylene chloride. 1.15 ml (8.18 mmole) of triethylamine were then added, and 1.45 g (6.64 mmole) of di-t-butyl dicarbonate were added, whilst ice-cooling. The mixture was then stirred at room temperature for 2 hours. At the end of this time, the reaction mixture was diluted with methylene chloride and washed, in turn, with water and with a saturated aqueous solution of sodium chloride. The organic layer was separated and dried over anhydrous sodium sulfate, after which the solvent was removed by distillation under reduced pressure. The resulting residue was purified by silica gel column chromatography, using a 3:97 by volume mixture of ethyl acetate and hexane as the eluent, to obtain 1.65 g (yield 96%) of the title compound as white crystals.
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.28-7.24 (3H, multiplet);
7.17-7.15 (1H, multiplet);
4.23 (2H, broad singlet);
4.19 (2H, singlet);
3.02 (2H, broad singlet);
2.07 (2H, doublet of triplets, J=4.4 & 13 Hz);
1.88 (2H, multiplet);
1.49 (9H, singlet).
Mass spectrometric analysis (EI) m/z: 305 (M.sup.+)
3(c) Spiro[benzo[c]thiophene-1(3H),4'-piperidine] hydrochloride
150 mg (0.49 mmole) of 1'-t-butoxycarbonylspiro[benzo[c]thiophene-1(3H),4'-piperidine] [prepared as described in step (b) above] were dissolved in 3 ml of anhydrous methylene chloride, and 1 ml of a 4 N solution of hydrogen chloride in dioxane was added. The mixture was then stirred at room temperature for 1 hour. At the end of this time, the crystals which deposited were collected by filtration, to give 108 mg (yield 91%) of the title compound as white crystals.
Nuclear Magnetic Resonance Spectrum (400 MHz, hexadeuterated dimethyl sulfoxide) .delta. ppm:
9.77 (2H, broad singlet);
7.37-7.25 (4H, multiplet);
4.24 (2H, singlet);
3.67 (2H, doublet, J=12.6 Hz);
3.26 (2H, doublet of triplets, J=12.6 & 2.5 Hz);
2.74 (2H, doublet of triplets, J=3.8 & 14.0 Hz);
2.09 (2H, doublet, J=14.0 Hz).
Mass spectrometric analysis (FAB) m/z: 206 (M+H).sup.+ (free form)
PREPARATION 4
Spiro[benzo[c]thiophene-1(3H),4'-piperidine]-2-oxide hydrochloride
4(a) 1'-t-Butoxycarbonylspiro[benzo[c]thiophene-1-(3H),4'-piperidine]-2-oxide
485 mg (1.59 mmole) of 1'-t-butoxycarbonylspiro[benzo[c]thiophene-1(3H),4'-piperidine] [prepared as described in Preparation 3(b)] were dissolved in 5 ml of anhydrous methylene chloride, and 148 mg (1.76 mmole) of sodium hydrogencarbonate were added, followed by 325 mg (1.88 mmole, content: 85%) of m-chloroperbenzoic acid, whilst ice-cooling. The reaction mixture was stirred whilst ice-cooling, for 30 minutes, after which it was diluted with methylene chloride and then washed, in turn, with water and with a saturated aqueous solution of sodium chloride. The solution was dried over anhydrous sodium sulfate, and then the solvent was removed by distillation under reduced pressure, and the resulting residue was purified by thin-layer chromatography, using a 2:1 by volume mixture of ethyl acetate and hexane as the developing solvent, to give 498 mg (yield 98%) of the title compound as white crystals.
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.37-7.32 (3H, multiplet);
7.25-7.23 (1H, multiplet);
4.37 (1H, doublet, J=16.7 Hz);
4.13 (2H, broad singlet);
4.05 (2H, doublet, J=16.7 Hz);
3.21 (2H, broad singlet);
2.43 (1H, multiplet);
2.21 (1H, multiplet);
1.70 (1H, multiplet);
1.61 (1H, multiplet);
1.50 (9H, singlet).
Mass spectrometric analysis (FAB) m/z: 322 (M+H).sup.+
4(b) Spiro[benzo[c]thiophene-1(3H),4'-piperidine]-2-oxide hydrochloride
295 mg (0.92 mmole) of 1'-t-butoxycarbonylspiro[benzo[c]thiophene-1(3H),4'-piperidine]-2-oxide [prepared as described in step (a) above] were dissolved in 3 ml of methylene chloride, and 1 ml of a 4 N solution of hydrogen chloride in dioxane was added, whilst ice-cooling. The mixture was stirred, whilst ice-cooling for 1 hour, and then the crystals which deposited were collected by filtration, to give 173 mg (yield 75%) of the title compound as white crystals.
Nuclear Magnetic Resonance Spectrum (400 MHz, hexadeuterated dimethyl sulfoxide) .delta. ppm:
9.13 (2H, broad singlet);
7.44-7.36 (3H, multiplet);
7.33-7.31 (1H, multiplet);
4.66 (1H, doublet, J=17 Hz);
4.08 (1H, doublet, J=17 Hz);
3.49-3.37 (2H, multiplet);
3.15-3.00 (2H, multiplet);
2.66-2.57 (1H, multiplet);
2.27-2.23 (1H, multiplet);
2.18-2.10 (1H, multiplet);
1.97-1.93 (1H, multiplet).
Mass spectrometric analysis (FAB) m/z: 222 (M+H).sup.+ (free form)
PREPARATION 5
Spiro[benzo[c]thiophene-1(3H),4'-piperidine]-2,2-dioxide hydrochloride
5(a) 1'-t-butoxycarbonylspiro[benzo[c]thiophene-1(3H),4'-piperidine]-2,2-dioxid
190 mg (0.59 mmole) of 1'-t-butoxycarbonylspiro[benzo[c]thiophene-1(3H),4'-piperidine]-2-oxide [prepared as described in Preparation 4(a)] were dissolved in 30 ml of methanol, and 10 ml of an aqueous solution containing 270 mg (1.77 mmole) of Oxone (trade mark) were added. The reaction mixture was stirred at room temperature for 5 days, after which it was poured into water and then extracted twice with chloroform. The organic extract was separated and then dried over anhydrous sodium sulfate, after which the solvent was removed by distillation under reduced pressure. The resulting residue was purified by thin-layer chromatography, using a 1:1 by volume mixture of ethyl acetate and hexane as the developing solvent, to give 175 mg (yield 88%) of the title compound as white crystals.
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.52-7.27 (3H, multiplet);
7.23-7.20 (1H, multiplet);
4.36 (2H, singlet);
4.10 (2H, broad singlet);
3.44 (2H, broad singlet);
2.38 (2H, multiplet);
2.00 (2H, multiplet);
1.50 (9H, singlet).
Mass spectrometric analysis (FAB) m/z: 337 (M.sup.+)
5(b) Spiro[benzo[c]thiophene-1(3H),4'-piperidine]-2,2-dioxide hydrochloride
170 mg (0.5 mmole) of 1'-t-butoxycarbonylspiro[benzo[c]thiophene-1(3H),4'-piperidine]-2,2-dioxide [prepared as described in step (a) above] were dissolved in 3 ml of methylene chloride, and 1 ml of a 4 N solution of hydrogen chloride in dioxane was added, whilst ice-cooling. The mixture was then stirred, whilst ice-cooling, for 1 hour, after which the crystals which deposited were collected by filtration, to give 131 mg (yield 95%) of the title compound as white crystals.
Nuclear Magnetic Resonance Spectrum (400 MHz, hexadeuterated dimethyl sulfoxide) .delta. ppm:
9.32 (2H, broad singlet)
7.51-7.35 (4H, multiplet).
4.74 (2H, singlet).
3.45-3.67 (2H, multiplet).
3.24-3.12 (2H, multiplet).
2.47-2.43 (4H, multiplet).
Mass spectrometric analysis (FAB) m/z: 238 (M+H).sup.+ (free form)
PREPARATION 6
Spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide hydrochloride
6(a) 1'-t-Butoxycarbonylspiro[benzo[c]thiophene-1(3H),4'-piperidine]
81.0 g (0.40 mole) of 2-bromobenzylthiol were dissolved in 800 ml of tetrahydrofuran, and 516 ml of a solution containing 0.84 mole of butyllithium (as a 1.6 M solution in hexane) were added dropwise thereto over a period of 6 hours at a temperature of -78.degree. C. The mixture was then stirred for 1.5 hours at the same temperature, after which 800 ml of a tetrahydrofuran solution containing 79.5 g (0.40 mole) of 1-t-butoxycarbonyl-4-piperidone was added dropwise thereto over a period of 3 hours. The solution was then stirred for a further 1 hour, and then a saturated aqueous solution of ammonium chloride was added, and the mixture was extracted with ethyl acetate. The organic extract was washed with a saturated aqueous solution of sodium chloride and then dried over anhydrous sodium sulfate. The solvent was then removed by distillation under reduced pressure. 2 liters of 4 N aqueous sulfuric acid were added to the residue, and then the mixture was heated under reflux for 14 hours. At the end of this time, the solution was made basic by the addition of 350 g (8.75 mole) of sodium hydroxide, whilst ice-cooling, and then 102 g (0.47 mole) of di-t-butyl dicarbonate were added thereto. The mixture was then stirred for 1 hour. At the end of this time, the product was extracted with methylene chloride, and the organic extract was washed with a saturated aqueous solution of sodium chloride, and then dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was purified by silica gel column chromatography, using a 97:3 by volume mixture of hexane and ethyl acetate as the eluent, to give 56g of the title compound as white crystals, melting at 131.0-132.5.degree. C. (after crystallisation from hexane/ethyl acetate).
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.28-7.24 (3H, multiplet);
7.17-7.15 (1H, multiplet);
4.23 (2H, broad singlet);
4.19 (2H, singlet);
3.02 (2H, broad singlet);
2.07 (2H, doublet of triplets, J=4.4 & 13 Hz);
1.88 (2H, multiplet);
1.49 (9H, singlet).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (KBr):2970, 1680, 1428, 1234, 1163.
Mass spectrometric analysis (FAB) m/z: 306 (M+H).sup.+
6(b) 1'-t-Butoxycarbonylspiro[benzo[c]thiophene-1(3H),4'-piperidine]-2-oxide
42.0 g (0.14 mole) of 1'-t-butoxycarbonylspiro[benzo[c]thiophene-1(3H),4'-piperidine] [prepared as described in step (a) above] were dissolved in 420 ml of chloroform, and 12.7 g (0.15 mole) of sodium hydrogencarbonate were added thereto. 28.0 g (0.14 mole) of m-chloroperbenzoic acid (purity 85%) were then added little by little, whilst ice-cooling. The mixture was then stirred for 30 minutes, whilst ice-cooling, after which 10 g of potassium iodide were added, and the mixture was stirred for a further 30 minutes at room temperature. The reaction mixture was washed with water and then with a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. At the end of this time, the solvent was removed by distillation under reduced pressure, and the resulting residue was purified by silica gel column chromatography, using a 1:1 by volume mixture of hexane and ethyl acetate as the eluent, to give 42 g of the title compound as white crystals, melting at 103-107.degree. C. (after crystallisation from diisopropyl ether).
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.37-7.32 (3H, multiplet);
7.25-7.23 (1H, multiplet);
4.37 (1H, doublet, J=16.7 Hz);
4.13 (2H, broad singlet);
4.05 (2H, doublet, J=16.7 Hz);
3.21 (2H, broad singlet);
2.43 (1H, multiplet);
2.21 (1H, multiplet);
1.70 (1H, multiplet);
1.61 (1H, multiplet);
1.50 (9H, singlet);
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (KBr);
2985, 1686, 1429, 1368, 1286, 1167.
Mass spectrometric analysis (FAB) m/z: 322 (M+H).sup.+
6(c) Spiro[benzo[c]thiophene-1(3H),4'-piperidine]-2-oxide
42.0 g (0.13 mole) of 1'-t-butoxycarbonylspiro[benzo[c]thiophene-1(3H),4'-piperidine]-2-oxide [prepared as described in step (b) above] were dissolved in 420 ml of 2-propanol, and 150 ml of a 4 N solution of hydrogen chloride in dioxane was added thereto, whilst ice-cooling. The mixture was then stirred for 4 hours. At the end of this time, 200 ml of diethyl ether were added to the mixture, and the mixture was allowed to stand for 1 hour, whilst ice-cooling. The precipitated crystals were then collected by filtration. The crystals were dissolved in 200 ml of a 5% w/v aqueous solution of sodium hydroxide. The product was extracted with methylene chloride, and the organic extract was dried over anhydrous sodium sulfate. The solvent was then removed by distillation under reduced pressure, to give 21.7 of the title compound as a white amorphous product.
6(d) Spiro[benzo[c]thiophene-1(3H,4'-piperidine]-(2S)-oxide (S)-(+)-mandelate
33.51 g (0.15 mole) of spiro[benzo[c]thiophene-1(3H),4'-piperidine]-2-oxide [prepared as described in step (c) above] were dissolved in 3350 ml of acetonitrile whilst heating, and then 11.52 g (75.7 mmole) of (S)-(+)-mandelic acid was dissolved in the resulting solution. The mixture was allowed to stand overnight at room temperature, and the crystals which precipitated were collected by filtration to give 19.62 g of the title compound as white crystals. The mother liquor was concentrated by evaporation under reduced pressure, and the resulting residue was dissolved in a 5% w/v aqueous solution of sodium hydroxide, it was then extracted with methylene chloride. The organic extract was dried over anhydrous sodium sulfate, and the solvent was removed by distillation under reduced pressure, to give 22.01 g (99.5 mmole) of a residue. This residue was dissolved in 2200 ml of acetonitrile with heating, and then 7.22 g (47.5 mmole) of (R)-(-)-mandelic acid were dissolved therein. The mixture was allowed to stand overnight at room temperature, and the crystals which precipitated were collected by filtration to give 15.91 g of spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2R)-oxide (R)-(-)-mandelate as white crystals. The mother liquor was concentrated by evaporation under reduced pressure, and the resulting residue was dissolved in a 5% w/v aqueous solution of sodium hydroxide and extracted with methylene chloride. The organic extract was dried over anhydrous sodium sulfate, and the solvent was removed by distillation under reduced pressure, to give 11.51 g (52.0 mmole) of a residue. This residue was dissolved in 1100 ml of acetonitrile with heating, and then 3.95 g (26.0 mmole) of (S)-(+)-mandelic acid were dissolved therein. The mixture was allowed to stand overnight at room temperature. The crystals which precipitated were collected by filtration to give 4.73 g of the title compound as white crystals.
The whole of the title compound thus obtained was combined, and 24.00 g of the compound was dissolved again in 9.6 liters of acetonitrile with heating and the solution was allowed to stand overnight at room temperature. 20.13 g of precipitated crystals, melting at 197-200.degree. C., were obtained. This product was converted into 1'-t-butoxycarbonylspiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide, and HPLC (High Performance Liquid Chromatography) analysis indicated that its optical purity is 99.8% ee.
[.alpha.].sub.D.sup.24 +78.3 (c=1, methanol)
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (KBr): 3388, 3029, 1629, 1332, 1017.
Mass spectrometric analysis (EI) m/z: 221 (free form, M.sup.+)
6(e) 1'-t-Butoxycarbonylspiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide
19.88 g (53.2 mmole) of spiro[benzo[c]thiophene-1-(3H),4'-piperidine]-(2S)-oxide (S)-(+)-mandelate [prepared as described in step (d) above] were dissolved in 200 ml of a 5% w/v aqueous solution of sodium hydroxide and extracted three times, each time with 200 ml of methylene chloride. The combined organic extracts were dried over anhydrous magnesium sulfate, and then the solvent was removed by distillation under reduced pressure. 11.80 g of the resulting residue were dissolved in 300 ml of methylene chloride, and 11.2 ml (79.8 mmole) of triethylamine and 17.4 g (79.8 mmole) of di-t-butyl dicarbonate were added to the resulting solution, in that order, whilst ice-cooling. The mixture was then stirred overnight at room temperature. At the end of this time, the reaction mixture was diluted with 200 ml of methylene chloride and washed with a 10% w/v aqueous solution of citric acid and then with a saturated aqueous solution of sodium hydrogencarbonate. It was then dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was purified by silica gel column chromatography, using a gradient elution method, with mixtures of hexane and ethyl acetate ranging from 4:6 to 3:7 by volume as the eluent; it was then recrystallized from diisopropyl ether, to give 13.1 g of the title compound as white crystals, melting at 129.0-130.5.degree. C.
[.alpha.].sub.D.sup.20 +57.1 (c=1, methanol)
HPLC analysis
Column: ChiralCel OD (250.times.4.6 mm.phi.)
Eluent: hexane:2-propanol=80:20 by volume
Flow rate: 0.8 ml/min
Retention time: 18.1 min
The Nuclear Magnetic Resonance spectrum, Infrared absorption spectrum and Mass spectrometric analysis of this isomer agreed with those of the racemate produced as described in Preparation 6(b).
6(f) Spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide hydrochloride
13.0 g (40.4 mmole) of 1'-t-butoxycarbonylspiro[benzo[c]thiophene-1-(3H),4'-piperidine]-(2S)-oxide [prepared as described in step (e) above] were dissolved in 130 ml of 2-propanol, and 50 ml of a 4 N solution of hydrogen chloride in dioxane were added thereto, whilst ice-cooling. The mixture was stirred for 1 hour at the same temperature, after which it was stirred for a further 6 hours at room temperature. The reaction mixture was then concentrated by evaporation under reduced pressure. 200 ml of diethyl ether were then added to the residue, and the solvent was removed by distillation under reduced pressure; this procedure was repeated 3 times in all. The resulting residue was recrystallized from 300 ml of a 1:2 by volume mixture of methanol and diethyl ether, to give 9.10 g of the title compound as white crystals, melting at 209.5-210.5.degree. C.
[.alpha.].sub.D.sup.24 +63.8 (c=1, methanol)
Nuclear Magnetic Resonance Spectrum (400 MHz, CD.sub.3 OD) .delta. ppm:
7.38-7.36 (4H, multiplet);
4.69 (1H, doublet, J=17.2 Hz);
4.17 (1H, doublet, J=17.2 Hz);
3.52-3.63 (2H, multiplet);
3.25-3.40 (2H, multiplet);
2.62 (1H, multiplet);
2.51 (1H, multiplet);
2.22 (1H, multiplet);
2.06 (1H, multiplet).
6(g) 1'-t-Butoxycarbonylspiro[benzo[c]thiophene-1(3H),4'-piperidine]-2(S)-oxide
250 mg (0.82 mmole) of 1'-t-butoxycarbonylspiro[benzo[c]thiophene-1(3H),4'-piperidine] were dissolved in 5 ml of methylene chloride, and 308 mg (0.82 mmole) of (3'S,2R)-(-)-N-(phenylsulfonyl)(3,3-dichlorocamphoryl)oxaziridine synthesized according to the method of F. A. Davis et al. [J. Am. Chem. Soc., 114, 1428 (1992)] were added to the resulting solution. The resulting mixture was then stirred overnight at room temperature. 500 mg of potassium iodide were added to the mixture, and the mixture was stirred for 30 minutes. It was then washed with water and with a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure, and the residue was purified by silica gel column chromatography, using a 1:2 by volume mixture of hexane and ethyl acetate as the eluent, to give 245 mg of the title compound.
Optical purity: 94% ee
PREPARATION 7
3-(3,4-Dichlorophenyl)-3-butenol t-butyldimethylsilyl ether
7(a) 3-(3,4-Dichlorophenyl)-3-oxo-1-propanol
119 g (0.46 mole) of ethyl 3-(3,4-dichlorophenyl)-3-oxopropionate were dissolved in 2.4 liters of ethanol, and 115 ml (0.68 mole) of ethyl orthoformate and 4.4 g (22.8 mmole) of p-toluenesulfonic acid were added thereto. The mixture was then heated under reflux for 8 hours. At the end of this time, the reaction solution was poured into 1 liter of a saturated aqueous solution of sodium hydrogen-carbonate and extracted three times, each time with 700 ml of ethyl acetate. The organic extracts were combined, washed with a saturated aqueous solution of sodium chloride and then dried over anhydrous sodium sulfate. The solvent was then removed by distillation under reduced pressure, and the resulting residue was dissolved in 800 ml of tetrahydrofuran and then added dropwise to 4 liters of a suspension of 25.9 g (0.68 mole) of lithium aluminum hydride in tetrahydrofuran over a period of 1 hour, whilst ice-cooling. The mixture was stirred at 0.degree. C. for 2 hours, and then 250 ml of water and 125 ml of a 10% w/v aqueous solution of sodium hydroxide were added thereto, and the mixture was stirred for a further 1 hour at room temperature. It was then filtered through a Celite (trade mark) filter aid, and the filtrate was poured into 1 liter of a saturated aqueous solution of sodium chloride and then extracted with ethyl acetate. The organic extract was dried over anhydrous sodium sulfate and concentrated by evaporation under reduced pressure. The resulting residue was dissolved in 500 ml of chloroform. 500 ml of 50% v/v aqueous trifluoroacetic acid were added to the resulting solution over a period of 30 minutes, whilst ice-cooling, and the mixture was stirred for a further 30 minutes at the same temperature. At the end of this time, the reaction solution was diluted with 300 ml of methylene chloride, and the organic layer was washed with water and then with a saturated aqueous solution of sodium hydrogencarbonate, after which it was dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was purified by silica gel column chromatography, using a 9:1 by volume mixture of hexane and ethyl acetate as the eluent, to give 46 g of the title compound as white crystals.
Nuclear Magnetic Resonance Spectrum (270 MHz, CDCl.sub.3) .delta. ppm:
8.05 (1H, doublet, J=2.0 Hz);
7.79 (1H, doublet of doublets, J=2.0 & 8.1 Hz);
7.57 (1H, doublet, J=8.1 Hz);
4.04 (2H, multiplet);
3.19 (2H, triplet, J=5.3 Hz);
2.44 (1H, triplet, J=6.6 Hz, which disappeared on the addition of D.sub.2 O).
7(b) 3-(3,4-Dichlorophenyl)-3-oxo-1-propanol t-butyldimethylsilyl ether
46.0 g (0.21 mole) of 3-(3,4-dichlorophenyl)-3-oxo-1-propanol [prepared as described in step (a) above] were dissolved in 460 ml of dimethylformamide, and 35 ml (0.25 mole) of triethylamine and 38.0 g (0.25 mole) of t-butyldimethylchlorosilane were added to the resulting solution. The mixture was then stirred for 2 hours at 0.degree. C. At the end of this time, the reaction mixture was poured into water and extracted with ethyl acetate. The organic extract was washed with a saturated aqueous solution of sodium chloride and then dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was purified by silica gel column chromatography, using a 96:4 by volume mixture of hexane and ethyl acetate as the eluent, to give 66.1 g of the title compound as white crystals.
Nuclear Magnetic Resonance Spectrum (270 MHz, CDCl.sub.3) .delta. ppm:
8.06 (1H, doublet, J=2.0 Hz);
7.80 (1H, doublet of doublets, J=2.0 & 8.3 Hz);
7.55 (1H, doublet, J=8.3 Hz);
4.04 (2H, triplet, J=6.3 Hz);
3.13 (2H, triplet, J=6.3 Hz);
0.85 (9H, singlet);
0.04 (6H, singlet).
7(c) 3-(3,4-Dichlorophenyl)-3-butenol t-butyldimethylsilyl ether
215 g (0.60 mole) of methyltriphenylphosphonium bromide and 54 g (0.48 mole) of potassium t-butoxide were added to 2 liters of dried benzene, and the mixture was stirred for 9 hours at room temperature. At the end of this time, 40 g (0.12 mole) of 3-(3,4-dichlorophenyl)-3-oxo-1-propanol t-butyldimethylsilyl ether [prepared as described in step (b) above] were dissolved in 800 ml of benzene and the resulting solution was slowly added dropwise to the mixture over a period of 2.5 hours. 1 liter of water was then added to the reaction mixture, and the mixture was stirred for 30 minutes, whilst ice-cooling. The organic layer was separated, and then washed with water and with a saturated aqueous solution of sodium chloride, after which it was dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was purified by silica gel column chromatography, using hexane as the eluent, to give 23.5 g of the title compound. The physicochemical properties of this product were the same as those of the product produced as described in Example 1(b).
PREPARATION 8
3-(3,4-Dichlorophenyl)-3-butenol t-butyldimethylsilyl ether
129 mg (5.31 mmole) of magnesium flakes were added to 2 ml of diethyl ether, and a small amount of iodine was added to the mixture. 1 ml of a diethyl ether solution containing 1.01 g (4.47 mmole) of 3,4-dichlorobromobenzene was then added dropwise to the mixture, and the mixture was stirred for 1 hour at room temperature under a nitrogen atmosphere to give a Grignard reagent.
500 mg (1.60 mmole) of 3-iodo-3-butenol t-butyldimethylsilyl ether and 34 mg (0.048 mmole) of dichlorobis(triphenylphosphine)palladium (II) were dissolved in 5 ml of anhydrous tetrahydrofuran, and the previously prepared Grignard reagent was added dropwise thereto at room temperature under a nitrogen atmosphere. While the reaction temperature was raised, the diethyl ether was distilled off, and then the reaction mixture was heated at 60.degree. C. for 1 hour. At the end of this time, the reaction mixture was poured into an aqueous solution of ammonium chloride and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chloride and then dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was purified by silica gel column chromatography, using hexane as the eluent, to give 422 mg of the title compound. The physicochemical properties of this product were the same as those of the product produced as described in Example 1(b).
EXAMPLE 1
1-{2-[(5R)-(3,4-Dichlorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethyl}-4-phenylpiperidine-4-carboxamide
1(a) Methyl 3-(3,4-dichlorophenyl)-3-butenoate
11.31 g (0.47 mole) of magnesium flakes were added to 300 ml of diethyl ether, followed by a small amount of iodine. The mixture was then allowed to stand for 1 hour, after which a solution of 102.87 g (0.46 mole) of 1-bromo-3,4-dichlorobenzene in 150 ml of diethyl ether was added, and then 60.33 g (44.3 mmole) of anhydrous zinc chloride was slowly added and the mixture was stirred for 1 hour. 3.10 g (4.42 mmole) of dichlorobis(triphenylphosphine)palladium (II) were then added, and a solution of 34.15 ml (42.8 mmole) of diketone in 600 ml of diethyl ether was added dropwise. The reaction mixture was then stirred at room temperature for 30 minutes, after which it was poured into 1 liter of ice-cooled 1 N aqueous hydrochloric acid and extracted three times, each time with 500 ml of diethyl ether. The combined organic extracts were extracted three times, each time with 700 ml of a 1 N aqueous solution of sodium hydroxide. The combined aqueous extracts were acidified with concentrated aqueous hydrochloric acid, whilst ice-cooling, and extracted three times, each time with 500 ml of diethyl ether, and then the combined organic extracts were dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was dissolved in 350 ml of methanol. 10 ml of concentrated aqueous sulfuric acid were added, and the solution was heated under reflux for 30 minutes. At the end of this time, the reaction mixture was cooled in air and neutralised with a saturated aqueous solution of sodium hydrogencarbonate. The methanol was then removed by distillation under reduced pressure, and the resulting residue was extracted with three times, each time with 200 ml of methylene chloride. The combined organic extracts were dried over anhydrous magnesium sulfate, and then the solvent was removed by distillation under reduced pressure. The resulting residue was distilled under reduced pressure to obtain 69.13 g (yield 62%) of the title compound as a pale yellow oil, boiling at 144-146.degree. C. (5 mm Hg).
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.51 (1H, doublet, J=2.2 Hz);
7.40 (1H, doublet, J=8.2 Hz);
7.25 (1H, doublet of doublets, J=8.2 & 2.2 Hz);
5.55 (1H, singlet);
5.30 (1H, singlet);
3.67 (3H, singlet);
3.49 (2H, singlet).
1(b) 3-(3,4-Dichlorophenyl)-3-butenol t-butyldimethylsilyl ether
11.76 g (0.28 mole) of lithium aluminum hydride were suspended in 500 ml of anhydrous tetrahydrofuran, and a solution of 69.06 g (0.28 mole) of methyl 3-(3,4-dichlorophenyl)-3-butenoate [prepared as described in step (a) above] in 500 ml of anhydrous tetrahydrofuran was slowly added dropwise under a nitrogen atmosphere at 0.degree. C. over a period of 15 minutes. The reaction mixture was then stirred at the same temperature for 30 minutes, after which 500 ml of water and 500 ml of a 10% w/v aqueous solution of sodium hydroxide were slowly added. The mixture was then stirred at room temperature for 1 hour. It was then filtered through a Celite (trade mark) filter aid, and the filtrate was extracted three times, each time with 500 ml of ethyl acetate. The combined organic extracts were then dried over anhydrous magnesium sulfate. The solvent was removed from the extract by distillation under reduced pressure, and the resulting residue was dried under reduced pressure. The residue was then dissolved in 250 ml of anhydrous dimethylformamide, and then 47.12 ml (0.34 mole) of triethylamine, 6.88 g (0.06 mole) of 4-dimethylaminopyridine and 50.96 g (0.34 mole) of t-butyldimethylsilyl chloride were added, in that order, whilst ice-cooling. The mixture was then stirred, whilst ice-cooling, for 2 hours. At the end of this time, 1 liter of ethyl acetate was added to the reaction mixture, and the mixture was washed, in turn, with ice-cooled 10% w/v aqueous hydrochloric acid and with a saturated aqueous solution of sodium chloride. It was then dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was purified by silica gel flash column chromatography, using a gradient elution method, with mixtures of hexane and ethyl acetate ranging from 50:1 to 20:1 by volume as the eluent, to obtain 43.52 g (yield 47%) of the title compound as a colorless oil.
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.50 (1H, doublet, J=2.1 Hz);
7.38 (1H, doublet, J=8.1 Hz);
7.24 (1H, doublet of doublets, J=8.1 & 2.1 Hz);
5.35 (1H, singlet);
5.16 (1H, singlet);
3.70 (2H, triplet, J=6.9 Hz);
2.67 (2H, triplet, J=6.9 Hz);
0.86 (9H, singlet);
0.00 (6H, singlet).
1(c) 4-t-Butyldimethylsilyloxy-(2R)-(3,4-dichlorophenyl)butane-1,2-diol
790 mg (1.01 mmole) of hydroquinidine 1,4-phthalazinediyl diether, 100.19 g (0.30 mole) of potassium ferricyanide (III), 42.06 g (0.30 mole) of potassium carbonate and 0.516 ml (0.20 mmole) of osmium tetraoxide (as a 0.393 M solution in toluene) were dissolved in 500 ml of t-butanol and 500 ml of water, and 33.61 g (0.10 mole) of 3-(3,4-dichlorophenyl)-3-butenol t-butyldimethylsilyl ether [prepared as described in step (b) above] were added, whilst cooling, at 0.degree. C. The mixture was then stirred at 0.degree. C. for 5 hours. At the end of this time, 150 g of sodium sulfite were added and the reaction mixture was stirred at room temperature for 1 hour. It was then extracted three times, each time with 800 ml of ethyl acetate, and the combined organic extracts were dried over anhydrous magnesium sulfate. The solvent was then removed by distillation under reduced pressure, and the resulting residue was purified by silica gel flash column chromatography, using a gradient elution method, with mixtures of hexane and ethyl acetate ranging from 5:1 to 1:1 by volume as the eluent to obtain 32.3 g (yield 87%) of the title compound as a colorless oil of optical purity 97%ee.
[.alpha.].sub.D.sup.24 +11.39 (c=1.01, methanol)
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.57 (1H, doublet, J=2.1 Hz);
7.43 (1H, doublet, J=8.1 Hz);
7.24 (1H, doublet of doublets, J=8.1 & 2.1 Hz);
5.00 (1H, singlet);
3.80 (1H, doubled doublet of doublets, J=10.4, 3.8 & 3.8 Hz);
3.5-3.7 (3H, multiplet);
2.51 (1H, doublet of doublets, J=8.0 & 5.2 Hz);
2.37 (1H, doubled doublet of doublets, J=15.0, 11.1 & 4.0 Hz);
1.86 (1H, doubled doublet of doublets, J=15.0, 2.9 & 2.9 Hz);
0.89 (9H, singlet);
0.04 (3H, singlet);
-0.01 (3H, singlet);
1(d) 1-Azido-4-butyldimethylsilyloxy-(2R)-(3,4-dichlorophenyl)-2-butanol
32.07 g (87.8 mmole) of 4-t-butyldimethylsilyloxy-(2R)-(3,4-dichlorophenyl)butane-1,2-diol [prepared as described in step (c) above] and 1.07 g (8.76 mmole) of 4-dimethylaminopyridine were dissolved in 320 ml of pyridine, and 10.19 ml (0.132 mole) of methanesulfonyl chloride was slowly added dropwise, whilst ice-cooling. The mixture was then stirred under a nitrogen atmosphere at the same temperature for 2 hours. The reaction mixture was then poured into 1500 ml of ice-cooled 10% w/v aqueous hydrochloric acid and then extracted three times, each time with 200 ml of ethyl acetate. The combined organic extracts were washed with a saturated aqueous solution of sodium chloride and then dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was dried under reduced pressure. The residue was then dissolved in 300 ml of anhydrous dimethylformamide, and 11.41 g (0.18 mole) of sodium azide were added. The mixture was then heated under a nitrogen atmosphere at 120.degree. C. for 4 hours. At the end of this time, the reaction mixture was cooled to room temperature, poured into 1000 ml of a saturated aqueous solution of sodium chloride and then extracted three times, each time with 500 ml of ethyl acetate. The combined organic extracts were dried over anhydrous magnesium sulfate, and the solvent was removed by distillation under reduced pressure. The resulting residue was purified by silica gel flash column chromatography, using a gradient elution method, with mixtures of hexane and ethyl acetate ranging from 10:1 to 5:1 by volume as the eluent, to obtain 29.3 g (yield 85%) of the title compound as a colorless oil.
[.alpha.].sub.D.sup.24 -48.56 (c=1.04, methanol)
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.59 (1H, doublet, J=2.2 Hz);
7.44 (1H, doublet, J=8.3 Hz);
7.24 (1H, doublet of doublets, J=8.3 & 2.2 Hz);
5.12 (1H, singlet);
3.81 (1H, doublet of doublets, J=10.6, 4.1 & 3.0 Hz);
3.51 (1H, doublet of doublets, J=10.6, 10.6 & 2.8 Hz);
3.40 (1H, doublet, J=12.5 Hz);
3.31 (1H, doublet, J=12.5 Hz);
2.35 (1H, doublet of doublets, J=15.8, 10.6 & 4.1 Hz);
1.91 (1H, doublet of doublets, J=15.8, 3.0 & 2.8 Hz);
0.88 (9H, singlet);
0.02 (3H, singlet);
-0.04 (3H, singlet);
1(e) 1-Amino-4-t-butyldimethylsilyloxy-(2R)-(3,4-dichlorophenyl)-2-butanol
10.00 g (25.6 mmole) of 1-azido-4-t-butyldimethylsilyloxy-(2R)-(3,4-dichlorophenyl)-2-butanol [prepared as described in step (d) above] were dissolved in 100 ml of tetrahydrofuran and 0.6 ml of water, and 7.39 g (28.2 mmole) of triphenylphosphine were added to the resulting solution. The mixture was then stirred under a nitrogen atmosphere at 80.degree. C. for 4 hours. At the end of this time, the solvent was removed by distillation under reduced pressure, hexane was added to the resulting residue and the deposited crystals were removed by filtration. The filtrate was concentrated by evaporation under reduced pressure, and the resulting residue was purified by silica gel flash column chromatography, using a gradient elution method, with mixtures of methylene chloride and methanol ranging from 30:1 to 10:1 by volume as the eluent, to obtain 3.83 g (yield 41%) of the title compound as a colorless oil.
[.alpha.].sub.D.sup.24 +3.94 (c=0.71, methanol)
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.56 (1H, doublet, J=2.2 Hz);
7.42 (1H, doublet, J=8.6 Hz);
7.22 (1H, doublet of doublets, J=8.6 & 2.2 Hz);
4.91 (1H, broad singlet);
3.73 (1H, doublet of doublets, J=10.3, 4.6 & 3.7 Hz);
3.53 (1H, doublet of doublets, J=10.3, 10.2 & 3.7 Hz);
2.91 (1H, doublet, J=13.1 Hz);
2.86 (1H, doublet, J=13.1 Hz);
2.16 (1H, doublet of doublets, J=14.6, 10.2 & 4.6 Hz);
1.88 (1H, doublet of doublets, J=14.6, 3.7 & 3.7 Hz);
1.44 (2H, broad singlet);
0.87 (9H, singlet);
0.01 (3H, singlet);
-0.04 (3H, singlet);
1(f) 2-[(5R)-(3,4-Dichlorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethanol t-butyldimethylsilyl ether
1.35 g (3.71 mmole) of 1-amino-4-t-butyldimethylsilyloxy-(2R)-(3,4-dichlorophenyl)-2-butanol [prepared as described in step (e) above] were dissolved in 50 ml of benzene, and 167 mg (5.57 mmole) of paraformaldehyde and 13 mg of p-toluenesulfonyl chloride were added to the resulting solution. The mixture was then heated under reflux under a nitrogen atmosphere at 100.degree. C. for 3 hours, using a Dean-Stark apparatus. At the end of this time, the solvent was removed by distillation under reduced pressure, and 100 ml of ethyl acetate were added to the residue. The resulting solution was washed with a saturated aqueous solution of sodium hydrogencarbonate and then dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure to yield 2-[(5R)-(3,4-dichlorophenyl)oxazolidin-5-yl]ethanol t-butyldimethylsilyl ether. This compound was dissolved in 50 ml of methylene chloride, and 0.62 ml (4.45 mmole) of triethylamine and 45 mg (0.37 mmole) of 4-dimethylaminopyridine were added to the resulting solution. 1.03 g (4.47 mmole) of 3,4,5-trimethoxybenzoyl chloride were then added, whilst ice-cooling, and the mixture was stirred at 0.degree. C. for 1 hour. 100 ml of methylene chloride were added to the reaction mixture, and the mixture was washed with 10% w/v aqueous hydrochloric acid, with a saturated aqueous solution of sodium hydrogencarbonate and with a saturated aqueous solution of sodium chloride, in that order. It was then dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was purified by silica gel flash column chromatography, using a gradient elution method, with mixtures of ethyl acetate and hexane ranging from 1:5 to 2:1 by volume as the eluent, to obtain 1.27 g (yield 60%) of the title compound as a white amorphous substance.
[.alpha.].sub.D.sup.24 +61.73 (c=1.39, methanol)
1(g) 2-[(5R)-(3,4-Dichlorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethanol methanesulfonate
3.95 g (6.92 mmole) of 2-[(5R)-(3,4-dichlorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethanol t-butyldimethylsilyl ether [prepared as described in step (f) above] were dissolved in 70 ml of a 3:3:1 by volume mixture of acetic acid, tetrahydrofuran and water. The mixture was then heated under a nitrogen atmosphere at 80.degree. C. for 8 hours. At the end of this time, the solution was neutralised by the addition of a saturated aqueous solution of sodium hydrogencarbonate and extracted with ethyl acetate. The organic layer was then dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was dissolved in 30 ml of pyridine. 70 mg (0.57 mmole) of 4-dimethylaminopyridine and 0.66 ml (8.53 mmole) of methanesulfonyl chloride were added, whilst ice-cooling, to the resulting solution, and the mixture was then stirred under a nitrogen atmosphere at 0.degree. C. for 2 hours. At the end of this time, the reaction mixture was poured into 200 ml of ice-cooled 10% w/v aqueous hydrochloric acid and then extracted three times, each time with 100 ml of ethyl acetate. The combined organic extracts were washed with a saturated aqueous solution of sodium chloride and then dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was purified by silica gel flash column chromatography, using a gradient elution method, with mixtures of hexane and ethyl acetate ranging from 5:1 to 1:1 by volume as the eluent, to obtain 3.02 g (yield 82%) of the title compound as a white amorphous substance.
[.alpha.].sub.D.sup.24 +53.1 (c=1.0, methanol)
1(h) 1-{2-[(5R)-(3,4-Dichlorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethyl}-4-phenylpiperidine-4-carboxamide
150 mg (0.28 mmole) of 2-[(5R)-(3,4-dichlorophenyl)-3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethanol methanesulfonate [prepared as described in step (g) above] and 75 mg (0.31 mmole) of 4-phenylpiperidine-4-carboxamide hydrochloride were dissolved in 3 ml of anhydrous dimethylformamide, and 71 mg (0.85 mmole) of sodium hydrogencarbonate and 70 mg (0.42 mmole) of potassium iodide were added to the resulting solution. The mixture was then heated under a nitrogen atmosphere at 80.degree. C. for 6 hours. At the end of this time, 50 ml of a saturated aqueous solution of sodium chloride were added to the reaction mixture, which was then extracted three times, each time with 50 ml of ethyl acetate. The combined organic extracts were then dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was purified by silica gel thin-layer chromatography, using a 10:1 by volume mixture of methylene chloride and methanol as the developing solvent, to give 127 mg (yield 71%) of the title compound as a white amorphous substance.
[.alpha.].sub.D.sup.24 +25.2 (c=0.48, methanol)
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.50-7.10 (8H, multiplet);
6.67 (2H, singlet);
5.30-4.85 (2H, multiplet);
5.18 (2H, singlet);
4.13-3.70 (2H, multiplet);
3.87 (3H, singlet);
3.85 (6H, singlet);
2.67-1.93 (12H, multiplet);
Infrared absorption spectrum .nu..sub.max (KBr) cm.sup.-1 :
2940, 1678, 1640, 1584, 1456, 1416, 1236, 1128.
Elemental analysis:
Calculated for C.sub.33 H.sub.37 N.sub.3 O.sub.6 Cl.sub.2.1/2H.sub.2 O: C: 60.77%; H: 5.83%; N: 6.45%; Cl: 10.89%;
Found: C: 60.63%; H: 5.94%; N: 6.39%; Cl: 10.93%.
Mass spectrometric analysis (FAB) m/z: 642 (M+H).sup.+
The compounds of the following Examples 2-4 were produced following the same procedure as described in Example 1 above.
EXAMPLE 2
1-{2-[(5R)-(3,4-Dichlorophenyl)-3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethyl}-4-phenylpiperidine-4-(N,N-dimethylcarboxamide)
Yield: 76%
[.alpha.].sub.D.sup.24 +19.2 (c=1.05, methanol)
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.60-7.10 (8H, multiplet);
6.71 (2H, broad singlet);
5.50-4.90 (2H, multiplet);
3.88 (9H, singlet);
3.40-1.40 (20H, multiplet).
Infrared absorption spectrum .nu..sub.max (KBr) cm.sup.-1 :
2938, 1633, 1584, 1464, 1416, 1236, 1128.
Elemental analysis:
Calculated for C.sub.35 H.sub.41 N.sub.3 O.sub.6 Cl.sub.2.H.sub.2 O: C: 61.05%; H: 6.29%; N: 6.10%; Cl: 10.30%;
Found: C: 60.66%; H: 6.25%; N: 5.80%; Cl: 10.65%.
EXAMPLE 3
1-{2-[(5R)-(3,4-Dichlorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethyl}-4-(pyrrolidin-1-ylcarbonyl)-4-phenylpiperidine
Yield: 82%
[.alpha.].sub.D.sup.24 +23.2 (c=0.49, methanol)
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.52-7.40 (2H, multiplet);
7.33-7.00 (6H, multiplet);
6.68 (2H, singlet);
5.30-4.85 (2H, multiplet);
4.09-3.65 (2H, multiplet);
3.87 (3H, singlet);
3.86 (6H, singlet);
3.56-3.41 (2H, broad singlet);
2.89-2.60 (4H, multiplet);
2.48-2.29 (4H, multiplet);
2.20-1.98 (10H, multiplet).
Infrared absorption spectrum .nu..sub.max (KBr) cm.sup.-1 :
2948, 1625, 1584, 1464, 1415, 1235, 1128.
Elemental analysis:
Calculated for C.sub.37 H.sub.43 N.sub.3 O.sub.6 Cl.sub.2.1/2H.sub.2 O: C: 62.98%; H: 6.28%; N: 5.95%; Cl: 10.04%;
Found: C: 63.01%; H: 6.43%; N: 5.97%; Cl: 9.71%.
Mass spectrometric analysis (FAB) m/z: 696 (M+H).sup.+
EXAMPLE 4
1-{2-[(5R)-(3,4-Dichlorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethyl}-4-morpholinocarbonyl-4-phenylpiperidine
Yield: 63%
[.alpha.].sub.D.sup.24 +20.5 (c=1.04, methanol)
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.60-7.10 (8H, multiplet);
6.70 (2H, singlet);
5.40-4.90 (2H, multiplet);
3.87 (9H, singlet);
4.10-1.40 (22H, multiplet).
Infrared absorption spectrum .nu..sub.max (KBr) cm.sup.-1 :
2966, 1637, 1584, 1455, 1416, 1233, 1128.
Elemental analysis:
Calculated for C.sub.37 H.sub.43 N.sub.3 O.sub.7 Cl.sub.2.1/2H.sub.2 O: C: 61.58%; H: 6.15%; N: 5.82%; Cl: 9.83%;
Found: C: 61.47%; H: 6.62%; N: 5.45%; Cl: 9.67%.
Mass spectrometric analysis (FAB) m/z: 712 (M+H).sup.+
EXAMPLES 5 TO 40
The compounds shown in the following formulae (A-1) and (A-2) were also prepared by the same procedure as described above. The meanings of the various substituent groups shown in these formulae are summarised in the corresponding one of Tables A-1 and A-2. For convenience, the products of Examples 1 to 4 are also summarized in these Tables.
TABLE A-1__________________________________________________________________________ (A-1) ##STR22##Example No. ##STR23## [.alpha.].sub.D.sup.24 (methanol) FAB Mass spectrometry [M__________________________________________________________________________ + H].sup.+ ##STR24## +25.2 642 = 0.48)2 ##STR25## +19.2 670 = 1.05)3 ##STR26## +23.2 696 = 0.49)4 ##STR27## +20.5 712 = 1.04)5 ##STR28## +23.3 656 = 0.49)6 ##STR29## +26.7 641 = 0.48)7 ##STR30## +21.1 615 = 0.50)8 ##STR31## +21.8 855= 1.06)9 ##STR32## +18.7 642= 1.03)10 ##STR33## +33.1 656 = 0.95)11 ##STR34## +28.7 656 = 0.44)12 ##STR35## +29.9 670 = 0.41)13 ##STR36## +27.9 642 = 1.04)14 ##STR37## +35.8 656 = 1.07)15 ##STR38## +25.6 661 = 0.85)16 ##STR39## +1.6 (c = 0.54) 64217 ##STR40## +17.0 669 = 0.50)18 ##STR41## +19.9 670 = 0.43)19 ##STR42## +27.4 684 = 1.02)20 ##STR43## +10.8 704 = 1.04)21 ##STR44## +26.5 626 = 0.60)22 ##STR45## +19.8 643 = 0.55)23 ##STR46## +24.0 654 = 1.07)24 ##STR47## +71.8 691 = 1.02)__________________________________________________________________________
TABLE A-2__________________________________________________________________________ (A-2) ##STR48##Example No. ##STR49## [.alpha.].sub.D.sup.24 (methanol) FAB Mass spectrometry [M__________________________________________________________________________ + H].sup.+25 ##STR50## +25.2 688 = 0.46)26 ##STR51## +21.6 702 = 0.48)27 ##STR52## +22.6 687 = 0.48)28 ##STR53## +20.7 661 = 0.48)29 ##STR54## +17.5 901 = 0.12)30 ##STR55## +17.2 688 = 1.05)31 ##STR56## +33.6 702 = 1.03)32 ##STR57## +23.1 702 = 0.50)33 ##STR58## +26.8 716 = 0.42)34 ##STR59## +17.0 6.88= 1.03)35 ##STR60## +24.6 702 = 1.08)36 ##STR61## +19.5 707 = 0.99)37 ##STR62## +3.3 (c = 0.57) 68838 ##STR63## +18.6 715 = 0.51)39 ##STR64## +28.8 716 = 0.48)40 ##STR65## +23.8 730 = 0.73)__________________________________________________________________________
EXAMPLE 41
1-{3-[(5R)-(3,4-Dichlorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]propyl}-4-phenylpiperidine-4-carboxamide
41(a) Methyl-4-(3,4-dichlorophenyl)-4-oxobutanoate
1.00 g (6.80 mmole) of dichlorobenzene and 0.72 g (7.14 mmole) of succinic anhydride were suspended in 3 ml of dichloroethane and 1.36 g (10.2 mmole) of aluminum chloride powder were added. The mixture was then stirred at 60.degree. C. for 3 hours. At the end of this time, the reaction mixture was ice-cooled and 1 N aqueous hydrochloric acid was added. The mixture was then extracted with methylene chloride. The organic extract was washed with a saturated aqueous solution of sodium chloride and then dried over anhydrous sodium sulfate. The solvent was then removed by distillation under reduced pressure. The resulting residue was dissolved in 30 ml of methanol, and 0.20 ml of an aqueous solution of sulfuric acid was added. The solution was then heated under reflux for 2 hours, after which the reaction mixture was cooled to room temperature, poured into water and then extracted with diethyl ether. The organic extract was washed with a saturated aqueous solution of sodium hydrogencarbonate and with a saturated aqueous solution of sodium chloride, in that order, and dried over anhydrous sodium sulfate. The solvent was then removed by distillation under reduced pressure. The resulting residue was purified by silica gel column chromatography, using a gradient elution method, with mixtures of hexane and diethyl ether ranging from 17:3 to 7:3 by volume as the eluent, to obtain 0.25 g (yield 14%) of the title compound as pale orange crystals.
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
8.07 (1H, doublet, J=2 Hz);
7.81 (1H, doublet of doublets, J=2 & 8 Hz);
7.56 (1H, doublet, J=8 Hz);
3.71 (3H, singlet);
3.27 (2H, triplet, J=7 Hz);
2.78 (2H, triplet, J=7 Hz).
41(b) Methyl 4-(3,4-dichlorophenyl)-4-pentenoate
330 mg (0.92 mmole) of methyltriphenylphosphonium bromide and 105 mg (0.94 mmole) of potassium t-butoxide were suspended in 4 ml of dried benzene, and the mixture was stirred under a stream of nitrogen at room temperature for 4 hours. A solution prepared by dissolving 200 mg of methyl 4-(3,4-dichlorophenyl)-4-oxobutanoate [prepared as described in step (a) above] in 1 ml of benzene was added to the reaction mixture, and the mixture was then stirred for 18 hours. At the end of this time, the reaction mixture was filtered through a Celite (trade mark) filter aid and washed with diethyl ether. The filtrate was then concentrated by evaporation under reduced pressure. The resulting residue was purified by silica gel column chromatography, using a 23:2 by volume mixture of hexane and diethyl ether as the eluent, to give 95 mg (yield 64%) of the title compound as a pale yellow oil.
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.48 (1H, doublet, J=2 Hz);
7.40 (1H, doublet, J=2 Hz);
7.23 (1H, doublet of doublets, J=2 & 8 Hz);
5.32 (1H, singlet);
5.14 (1H, singlet);
3.67 (3H, singlet);
2.79 (2H, triplet, J=8 Hz);
2.48 (2H, triplet, J=8 Hz);
41(c) 4-(3,4-Dichlorophenyl)-4-penten-1-ol t-butyldimethylsilyl ether
Following a procedure similar to that described in Example 1(b), but using methyl 4-(3,4-dichlorophenyl)-4-pentenoate [prepared as described in step (b) above], the title compound was obtained in a yield of 93%.
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.49 (1H, doublet, J=2 Hz);
7.38 (1H, doublet, J=9 Hz);
7.24 (1H, doublet of doublets, J=2 & 9 Hz);
5.30 (1H, singlet);
5.13 (1H, doublet, J=1 Hz);
3.62 (2H, triplet, J=6 Hz);
2.52 (2H, triplet, J=8 Hz);
1.60-1.68 (2H, multiplet);
0.90 (9H, singlet);
0.04 (6H, singlet).
41(d) (2R)-5-(t-Butyldimethylsilyloxy)-2-(3,4-dichlorophenyl)pentane-1,2-diol
Following a procedure similar to that described in Example 1(c), but using 4-(3,4-dichlorophenyl)-4-penten-1-ol t-butyldimethylsilyl ether [prepared as described in step (c) above], the title compound was obtained in a yield of 90%.
Optical purity: 98% ee
[.alpha.].sub.D.sup.24 -2.08 (c=0.48, methanol)
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.56 (1H, doublet, J=2 Hz);
7.41 (1H, doublet, J=2 Hz);
7.23 (1H, doublet of doublets, J=2 & 8 Hz);
4.96 (1H, singlet);
3.53-3.70 (4H, multiplet);
1.98-2.14 (3H, multiplet);
1.35-1.57 (2H, multiplet);
0.91 (9H, singlet);
0.82 (3H, singlet);
0.078 (3H, singlet).
41(e) (2R)-1-Azido-5-(t-butyldimethylsilyloxy)-2-(3,4-dichlorophenyl)-2-pentanol
Following a procedure similar to that described in Example 1(d), but using (2R)-5-(t-butyldimethylsilyloxy)-2-(3,4-dichlorophenyl)pentane-1,2-diol [prepared as described in step (d) above], the title compound was obtained in a yield of 86%.
[.alpha.].sub.D.sup.24 -48.2 (c=0.61, methanol)
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.58 (1H, doublet, J=2 Hz);
7.42 (1H, doublet, J=9 Hz);
7.23 (1H, doublet of doublets, J=2 & 9 Hz);
4.93 (1H, singlet);
3.67 (1H, multiplet);
3.58 (1H, multiplet);
3.43 (1H, doublet, J=12 Hz);
3.31 (1H, doublet, J=12 Hz);
2.13 (1H, multiplet);
2.04 (1H, multiplet);
1.54 (1H, multiplet);
1.40 (1H, multiplet);
0.91 (9H, singlet);
0.09 (3H, singlet);
0.08 (3H, singlet).
41(f) (2R)-1-Amino-5-(t-butyldimethylsilyloxy)-2-(3,4-dichlorophenyl)-2-pentanol
Following a procedure similar to that described in Example 1(e), but using (2R)-1-azido-5-(t-butyldimethylsilyloxy)-2-(3,4-dichlorophenyl)-2-pentanol [prepared as described in step (e) above], the title compound was obtained in a yield of 76%.
[.alpha.].sub.D.sup.24 -8.13 (c=0.48, methanol)
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.54 (1H, doublet, J=2 Hz);
7.40 (1H, doublet, J=9 Hz);
7.21 (1H, doublet of doublets, J=2 & 9 Hz);
4.57 (1H, broad singlet);
3.50-3.62 (2H, multiplet);
2.96 (1H, doublet, J=13 Hz);
2.82 (1H, doublet, J=13 Hz);
1.93 (1H, multiplet);
1.80 (1H, multiplet);
1.33-1.60 (2H, multiplet);
0.89 (9H, singlet);
0.04 (6H, singlet).
41(g) 3-[(5R)-3,4-Dichlorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]-1-propanol t-butyldimethylsilyl ether
Following a procedure similar to that described in Example 1(f), but using (2R)-1-amino-5-(t-butyldimethylsilyloxy)-2-(3,4-dichlorophenyl)-2-pentanol [prepared as described in step (f) above], the title compound was obtained in a yield of 48%.
[.alpha.].sub.D.sup.24 +37.73 (c=0.44, methanol)
41(h) 3-[(5R)-(3,4-Dichlorophenyl)-3-(3,4-trimethoxybenzoyl)oxazolidin-5-yl]-1-propanol methanesulfonate
Following a procedure similar to that described in Example 1(g), but, using 3-[(5R)-(3,4-dichlorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]-1-propanol t-butyldimethylsilyl ether [prepared as described in step (g) above], the title compound was obtained in a yield of 93%.
[.alpha.].sub.D.sup.24 +52.90 (c=0.62, methanol)
41(i) 1-{3-[(5R)-(3,4-Dichlorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]propyl}-4-phenylpiperidine-4-carboxamide
Following a procedure similar to that described in Example 1(h), but using 3-[(5R)-(3,4-dichlorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]-1-propanol methanesulfonate [prepared as described in step (h) above] the title compound was obtained in a yield of 66%.
[.alpha.].sub.D.sup.24 +35.9 (c=0.48, methanol)
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.60-7.10 (8H, multiplet);
6.68 (2H, broad singlet);
5.40-4.90 (4H, multiplet);
3.88 (9H, singlet);
3.87 (9H, singlet);
4.10-1.10 (16H, multiplet).
Infrared absorption spectrum .nu..sub.max (KBr) cm.sup.-1 :
3440, 3353, 2940, 1676, 1641, 1585.
Elemental analysis:
Calculated for C.sub.34 H.sub.39 N.sub.3 O.sub.6 Cl.sub.2.1/2H.sub.2 O: C: 61.35%; H: 6.06%; N: 6.31%; Cl: 10.65%;
Found: C: 61.81%; H: 6.22%; N: 6.50%; Cl: 10.26%.
Mass spectrometric analysis (FAB) m/z: 656 (M+H).sup.+
EXAMPLES 42 TO 50
The compounds shown in the following formula (A-3) were also prepared by the same procedure as described in Example 41 above. The meanings of the various substituent groups shown in these formulae are summarized in Table A-3. For convenience, the product of Example 41 is also summarised in this Table.
TABLE A-3__________________________________________________________________________ (A-3) ##STR66##Example No. ##STR67## [.alpha.].sub.D.sup.24 (methanol) FAB Mass spectrometry [M__________________________________________________________________________ + H].sup.+41 ##STR68## +35.9 656 = 0.48)42 ##STR69## +36.4 710 = 0.50)43 ##STR70## +36.0 670 = 0.45)44 ##STR71## +38.3 655 = 0.57)45 ##STR72## +41.8 629 = 0.49)46 ##STR73## +34.6 670 = 0.46)47 ##STR74## +50.3 675 = 0.50)48 ##STR75## +32.5 656 = 0.54)49 ##STR76## +37.9 683 = 0.46)50 ##STR77## +41.3 684 = 0.44)__________________________________________________________________________
EXAMPLE 51
1-{2-[2-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}-4-phenylpiperidine-4-carboxamide (Compound 2-1969)
51(a) 3-(3,4-Dichlorophenyl)-3,4-epoxy-1-butanol t-butyldimethylsilyl ether
3.00 g (9.05 mmole) of 3-(3,4-dichlorophenyl)-3-butenol t-butyldimethylsilyl ether [prepared as described in Example 1(b)] were dissolved in 60 ml of methylene chloride, and 2.52 g (30.0 mmole) of sodium hydrogencarbonate and 3.88 g (15.7 mmole) of 3-chloroperbenzoic acid (content: 70%) were added to the resulting solution. The mixture was then stirred at room temperature for 3 hours. At the end of this time, the reaction mixture was diluted with methylene chloride and then washed with a 1 N aqueous solution of sodium hydroxide and with a saturated aqueous solution of sodium chloride. The organic layer was then dried over anhydrous sodium sulfate, and the solvent was removed by evaporation under reduced pressure. The resulting residue was then purified by silica gel column chromatography, using a gradient elution method, with mixtures of hexane and diethyl ether ranging from 24:1 to 19:1 by volume as the eluent, to obtain 2.70 g of the title compound.
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.47 (1H, doublet, J=2 Hz);
7.38 (1H, doublet, J=8 Hz);
7.21 (1H, doublet of doublets, J=2 & 8 Hz);
3.57-3.72 (2H, multiplet);
3.01 (1H, doublet, J=5 Hz);
2.68 (1H, doublet, J=5 Hz);
2.27 (1H, multiplet);
2.01 (1H, multiplet);
0.84 (9H, singlet);
-0.016 (3H, singlet);
-0.024 (3H, singlet);
51(b) 4-(Butyldimethylsilyloxy)-2-(3,4-dichlorophenyl)-1-[N-(t-butoxycarbonyl)-N-(2-hydroxyethyl)amino]-2-butanol
1.50 g (4.32 mmole) of 3-(3,4-dichlorophenyl)-3,4-epoxy-1-butanol t-butyldimethylsilyl ether [prepared as described in step (a) above] and 1.84 g (17.3 mmole) of lithium perchlorate were dissolved in 30 ml of acetonitrile. The mixture was then stirred under a nitrogen atmosphere at room temperature for 10 minutes. 2.11 g (34.5 mmole) of 2-aminoethanol were added to the reaction mixture, and the mixture was heated under reflux for 5 hours. At the end of this time, the reaction mixture was cooled to room temperature, diluted with ethyl acetate and then washed with a saturated aqueous solution of sodium chloride. The organic layer was separated and dried over anhydrous sodium sulfate, and then the solvent was removed by distillation under reduced pressure.
The resulting residue was dissolved in 30 ml of methylene chloride, and 0.89 ml (6.42 mmole) of triethylamine and 943 mg (4.32 mmole) of di-t-butyl dicarbonate were added to the resulting solution. The mixture was then stirred at room temperature for 16 hours. At the end of this time, the reaction mixture was poured into water and extracted with methylene chloride. The extract was then washed with a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. The solvent was then removed by distillation under reduced pressure. The resulting residue was purified by silica gel column chromatography, using a 3:2 by volume mixture of hexane and ethyl acetate as the eluent, to give 1.94 g of the title compound.
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.30-7.75 (3H, multiplet);
5.30 and 5.57 (total 1H, each broad singlet);
3.05-4.00 (9H, multiplet);
2.00-2.40 (2H, multiplet);
1.53 (9H, singlet);
0.94 (9H, singlet);
0.09 (3H, singlet);
0.07 (3H, singlet);
Infrared absorption spectrum .nu..sub.max (KBr) cm.sup.-1 :
3298, 2955, 2936, 2885, 2857, 1659.
Mass spectrometric analysis (FAB) m/z: 508 (M+H).sup.+
51(c) 2-[4-Butoxycarbonyl-2-(3,4-dichlorophenyl)morpholin-2-yl]ethanol t-butyldimethylsilyl ether
10.4 g (20.5 mmole) of 4-(t-butyldimethylsilyloxy)-2-(3,4-dichlorophenyl)-1-[N-(t-butoxycarbonyl)-N-(2-hydroxyethyl)amino]-2-butanol [prepared as described in step (b) above] and 8.03 (30.6 mmole) of triphenylphosphine were dissolved in 180 ml of anhydrous toluene and a solution of 5.33 g (30.6 mmole) of diethyl azodicarboxylate in 20 ml of toluene was added dropwise under a nitrogen atmosphere at room temperature. The mixture was then stirred for 2 hours. At the end of this time, the reaction mixture was poured into an aqueous solution of ammonium chloride and extracted with ethyl acetate. The mixture was then washed with a saturated aqueous solution of sodium chloride. The organic extract was dried over anhydrous sodium sulfate, and then the solvent was removed by distillation under reduced pressure. The resulting residue was purified by silica gel column chromatography, using a gradient elution method, with mixtures of hexane and ethyl acetate ranging from 23:2 to 9:1 by volume as the eluent, to obtain 8.85 g of the title compound.
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.56 (1H, broad singlet);
7.43 (1H, doublet, J=9 Hz);
7.28 (1H, doublet of doublets, J=2 & 9 Hz);
4.20-4.55 (1H, broad singlet);
3.00-3.80 (8H, multiplet);
1.80-2.10 (2H, multiplet);
1.35-1.60 (9H, broad singlet);
0.85 (9H, multiplet);
-0.01 (6H, singlet).
Infrared absorption spectrum .nu..sub.max (KBr) cm.sup.-1 (CHCl.sub.3):2957, 2931, 2859, 1730, 1687.
Mass spectrometric analysis (FAB) m/z: 490 (M+H).sup.+
51(d) 2-[2-(3,4-Dichlorophenyl)morpholin-2-yl]ethanol
7.80 g (15.9 mmole) of 2-[4-t-butoxycarbonyl-2-(3,4-dichlorophenyl)-morpholin-2-yl]ethanol t-butyldimethylsilyl ether [prepared as described in step (c) above] were dissolved in 150 ml of methylene chloride and 7.05 g (35.5 mmole) of B-bromocatecholborane were added. The mixture was then stirred under a stream of nitrogen at room temperature for 2 hours. At the end of this time, 150 ml of water were added to the reaction mixture, and the mixture was then stirred for a further 2 hours. The reaction mixture was made basic by adding a 1 N aqueous solution of sodium hydroxide. It was then extracted with methylene chloride and the extract was washed with a saturated aqueous solution of sodium chloride. The organic extract was then dried over anhydrous sodium sulfate, and the solvent was removed by distillation under reduced pressure. The resulting residue was purified by silica gel column chromatography, using a gradient elution method, with mixtures of methylene chloride and methanol ranging from 19:1 to 17:3 by volume as the eluent, to obtain 4.40 g of the title compound.
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.51 (1H, doublet, J=2 Hz);
7.48 (1H, doublet, J=8 Hz);
7.24 (1H, doublet of doublets, J=2 & 8 Hz);
3.76 (1H, doublet of triplets, J=2 & 8 Hz);
3.66 (1H, multiplet);
3.58 (2H, triplet, J=6 Hz);
3.36 (1H, doublet, J=13 Hz);
3.11 (1H, doublet, J=13 Hz);
2.97 (1H, multiplet);
2.79 (1H, doublet of triplets, J=3 & 13 Hz);
2.14 (1H, doublet of triplets, J=6 & 15 Hz);
1.79 (1H, doublet of triplets, J=6 & 15 Hz);
51(e) 2-[2-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethano
1.28 g (4.63 mmole) of 2-[2-(3,4,5-dichlorophenyl)morpholin-2-yl]ethanol [prepared as described in step (d) above] were dissolved in 30 ml of methylene chloride, and 2.66 g (26.3 mmole) of triethylamine, 1.28 g (5.55 mmole) of 3,4,5-trimethoxybenzoyl chloride and 5 mg of 4-dimethylaminopyridine were added to the resulting solution. The mixture was then stirred at room temperature for 6 hours. At the end of this time, the reaction solution was poured into an aqueous solution of sodium hydrogencarbonate and extracted with methylene chloride. The extract was then washed with a saturated aqueous solution of sodium chloride. The organic extract was dried over anhydrous sodium sulfate, and the solvent was removed by distillation under reduced pressure. The resulting residue was purified by silica gel column chromatography, using a gradient elution method, with mixtures of methylene chloride and acetone ranging from 4:1 to 7:3 by volume as the eluent, to obtain 1.72 g of the title compound.
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
6.80-7.80 (3H, multiplet);
6.47 (2H, singlet);
3.40-4.80 (8H, multiplet);
3.84 and 3.86 (total 9H, each singlet);
1.75 and 2.25 (2H, multiplet).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (KBr):3429, 2940, 2838, 1630, 1585.
Mass spectrometric analysis (FAB) m/z: 469 (M+H).sup.+
51 (f) 2-[2-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethanol methanesulfonate
388 mg (0.83 mmole) of 2-[2-(3,4-dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethanol [prepared as described in step (e) above] were dissolved in 5 ml of methylene chloride, and 126 mg (1.25 mmole) of triethylamine and 0.078 ml (1.01 mmole) of methanesulfonyl chloride were added to the resulting solution. The mixture was then stirred at room temperature for 2 hours. The reaction mixture was then diluted with methylene chloride, after which it was washed with 1 N aqueous hydrochloric acid and with a saturated aqueous solution of sodium chloride, in that order. The organic extract was dried over anhydrous sodium sulfate, and then the solvent was removed by distillation under reduced pressure. The resulting residue was purified by silica gel column chromatography, using a gradient elution method, with mixtures of hexane and ethyl acetate ranging from 1:4 to 0:1 by volume as the eluent, to obtain 424 mg of the title compound.
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
6.90-7.80 (3 H, multiplet);
6.52 (2 H, singlet);
3.40-4.35 (8 H, multiplet);
3.86 and 3.87 (total 9 H, each singlet);
2.93 (3 H, singlet);
2.10-2.55 (2 H, multiplet).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (KBr):
2999, 2966, 2939, 2875, 1634, 1585.
Mass spectrometric analysis (FAB) m/z: 548 (M+H).sup.+
51(g) 1-{2-[2-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}-4-phenylpiperidine-4-carboxamide
200 mg (0.36 mmole) of 2-[2-(3,4-dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethanol methanesulfonate [prepared as described in step (f) above], 105 mg (0.44 mmole) of 4-phenylpiperidine-4-carboxamide hydrochloride, 100 mg (1.19 mmole) of sodium hydrogencarbonate and 100 mg (0.60 mmole) of potassium iodide were suspended in 2 ml of dimethylformamide, and the mixture was then stirred under a stream of nitrogen at 80.degree. C. for 6 hours. The reaction mixture was then poured into water and extracted with ethyl acetate. The extract was then washed with an aqueous solution of sodium thiosulfate, with water and with a saturated aqueous solution of sodium chloride, in that order. The organic extract was then dried over anhydrous sodium sulfate, and the solvent was removed by distillation under reduced pressure. The resulting residue was purified by thin-layer chromatography, using a 9:1 by volume mixture of methylene chloride and methanol as the developing solvent and then crystallized from hexane, to give 205 mg (yield 86%) of the title compound.
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
6.80-7.75 (8 H, multiplet);
6.48 (2 H, singlet);
5.18 (2 H, singlet);
1.80-4.70 (18 H, multiplet);
3.83 and 3.85 (total 9 H, each singlet).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (KBr):
3440, 3356, 2937, 2831, 1679, 1631, 1584.
Mass spectrometric analysis (FAB) m/z: 656 (M+H).sup.+
Elemental analysis:
Calculated for C.sub.34 H.sub.39 N.sub.3 O.sub.6 Cl.sub.2 .multidot.1/10H.sub.2 O:
C: 62.02%; H: 6.00%; N: 6.38%; Cl: 10.76%
Found: C: 61.54%; H: 6.07%; N: 6.25%; Cl: 11.35%.
The compounds of the following Examples 52-69 were produced following the same procedure as described in Example 1 above.
EXAMPLE 52
1-{2-[2-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}-4-phenylpiperidine-4-(N,N-dimethylcarboxamide) (Compound No. 2-1971)
Yield: 84%
Mass spectrometric analysis (FAB) m/z: 684 (M+H).sup.+
Elemental analysis:
Calculated for C.sub.36 H.sub.43 N.sub.3 O.sub.6 Cl.sub.2 :
C: 63.16%; H: 6.33%; N: 6.14%; Cl: 10.36%;
Found: C: 63.28%; H: 6.64%; N: 5.79%; Cl: 9.96%.
EXAMPLE 53
1-{2-[2-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}-4-phenyl-4-(pyrrolidin-1-ylcarbonyl)piperidine (Compound No. 2-1972)
Yield: 76%
Mass spectrometric analysis (FAB) m/z: 710 (M+H).sup.+
Elemental analysis:
Calculated for C.sub.38 H.sub.45 N.sub.3 O.sub.6 Cl.sub.2 .multidot.1/10H.sub.2 O:
C: 64.06%; H: 6.39%; N: 5.90%; Cl: 9.95%;
Found: C: 63.62%; H: 6.37%; N: 5.75%; Cl: 9.96%.
EXAMPLE 54
1-{2-[2-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}-4-morpholinocarbonyl-4-phenylpiperidine (Compound No. 2-1973)
Yield: 68%
Mass spectrometric analysis (FAB) m/z: 726 (M+H).sup.+
Elemental analysis:
Calculated for C.sub.38 H.sub.45 N.sub.3 O.sub.7 Cl.sub.2 .multidot.1/10H.sub.2 O:
C: 62.65%; H: 6.25%; N: 5.77%; Cl: 9.73%;
Found: C: 62.26%; H: 6.18%; N: 5.66%; Cl: 9.87%.
EXAMPLE 55
1-{2-[2-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}spiro[isobenzofuran-1(3 H),4'-piperidine] (Compound No. 2-2006)
Yield: 63%
Mass spectrometric analysis (FAB) m/z: 641 (M+H).sup.+
Elemental analysis:
Calculated for C.sub.34 H.sub.38 N.sub.2 O.sub.6 Cl.sub.2 .multidot.1/10H.sub.2 O:
C: 63.47%; H: 5.98%; N: 4.35%%; Cl: 11.02%;
Found: C: 63.04%; H: 6.10%; N: 4.24%; Cl: 11.10%.
EXAMPLE 56
1-{2-[2-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}-1-methanesulfonylspiro(indoline-3,4'-piperidine) (Compound No. 2-2014)
Yield: 85%
Mass spectrometric analysis (FAB) m/z: 718 (M+H).sup.+
Elemental analysis:
Calculated for C.sub.35 H.sub.41 N.sub.3 O.sub.7 SCl.sub.2 :
C: 58.49%; H: 5.75%; N: 5.85%; Cl: 9.87%; S: 4.46%.
Found: C: 58.26%; H: 5.80%; N: 5.74%; Cl: 10.02%; S: 4.33%.
EXAMPLE 57
1-{2-[2-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}spiro[benzo[c]thiophene-1(3 H),4'-piperidine] (Compound No. 2-2008)
Yield: 78%
Mass spectrometric analysis (FAB) m/z: 657 (M+H).sup.+
Elemental analysis:
Calculated for C.sub.34 H.sub.38 N.sub.2 O.sub.5 SCl.sub.2 H.sub.2 O:
C: 60.44%; H: 5.97%; N: 4.15%; Cl: 10.49%; S: 4.74%;
Found: C: 60.68%; H: 5.95%; N: 3.92%; Cl: 10.60%; S: 4.85%.
EXAMPLE 58
1-{2-[2-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}spiro[benzo[c]thiophene-1(3 H),4'-piperidine]-2-oxide (compound 2-2010)
Yield: 60%
Mass spectrometric analysis (FAB) m/z: 673 (M+H).sup.+
Elemental analysis:
Calculated for C.sub.34 H.sub.38 N.sub.2 O.sub.6 SCl.sub.2 :
C: 60.62%; H: 5.69%; N: 4.16%; Cl: 10.53%; S: 4.76%;
Found: C: 60.50%; H: 5.94%; N: 4.09%; Cl: 10.35%; S: 4.71%.
EXAMPLE 59
1-{2-[2-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}spiro[isoquinoline-1 (2 H),4'-piperidine]-3 (4 H)-one
(Compound No. 2-2015)
Yield: 80%
Mass spectrometric analysis (FAB) m/z: 668 (M+H).sup.+
Elemental analysis:
Calculated for C.sub.35 H.sub.39 N.sub.3 O.sub.6 Cl.sub.2 :
C: 62.87%; H: 5.88%; N: 6.29%; Cl: 10.61%;
Found: C: 62.95%; H: 5.98%; N: 6.07%; Cl: 10.77%.
EXAMPLE 60
1-{2-[2-(3,4-Dichlorophenyl)-4-(2-pyridylcarbonyl)morpholin-2-yl]ethyl}-4-phenylpiperidine-4-carboxamide (Compound No. 2-2353)
Yield: 73%
Mass spectrometric analysis (FAB) m/z: 567 (M+H).sup.+
Elemental analysis:
Calculated for C.sub.30 H.sub.32 N.sub.4 O.sub.3 Cl.sub.2 .multidot.1/2H.sub.2 O:
C: 62.50%; H: 5.77%; N: 9.72%; Cl: 12.30%;
Found: C: 62.19%; H: 5.88%; N: 9.39%; Cl: 13.12%.
EXAMPLE 61
1-{2-[2-(3,4-Dichlorophenyl)-4-(2-pyridylcarbonyl)morpholin-2-yl]ethyl}-4-phenylpiperidine-4-(N,N-dimethylcarboxamide) (Compound No. 2-2355)
Yield: 70%
Mass spectrometric analysis (FAB) m/z: 595 (M+H).sup.+
Elemental analysis:
Calculated for C.sub.32 H.sub.36 N.sub.4 O.sub.3 Cl.sub.2 .multidot.1/2H.sub.2 O:
C: 63.57%; H: 6.17%; N: 9.27%; Cl: 11.73%;
Found: C: 63.34%; H: 6.26%; N: 9.23%; Cl: 11.97%.
EXAMPLE 62
1-{2-[2-(3,4-Dichlorophenyl)-4-(2-methoxybenzoyl)morpholin-2-yl]ethyl}-4-phenylpiperidine-4-carboxamide (Compound No. 2-1585)
Yield: 75%
Mass spectrometric analysis (FAB) m/z: 596 (M+H).sup.+
Elemental analysis:
Calculated for C.sub.32 H.sub.35 N.sub.3 O.sub.4 Cl.sub.2 .multidot.1/2H.sub.2 O:
C: 63.47%; H: 5.99%; N: 6.94%; Cl: 11.71%;
Found: C: 63.02%; H: 6.12%; N: 6.74%; Cl: 12.97%.
EXAMPLE 63
1-{2-[2-(3,4-Dichlorophenyl)-4-(2-methoxybenzoyl)morpholin-2-yl]ethyl}-4-phenylpiperidine-4-(N,N-dimethylcarboxamide) (Compound No. 2-1586)
Yield: 77%
Mass spectrometric analysis (FAB) m/z: 624 (M+H).sup.+
Elemental analysis:
Calculated for C.sub.34 H.sub.39 N.sub.3 O.sub.4 Cl.sub.2 .multidot.1/2H.sub.2 O:
C: 64.45%; H: 6.36%; N: 6.63%; Cl: 11.19%;
Found: C: 64.29%; H: 6.42%; N: 6.68%; Cl: 11.57%.
EXAMPLE 64
1-{2-[2-(3,4-Dichlorophenyl)-4-(3-methoxybenzoyl)morpholin-2-yl]ethyl}-4- phenylpiperidine-4-carboxamide (Compound No. 2-1633)
Yield: 80%
Mass spectrometric analysis (FAB) m/z: 596 (M+H).sup.+
Elemental analysis:
Calculated for C.sub.32 H.sub.35 N.sub.3 O.sub.4 Cl.sub.2 .multidot.1/2H.sub.2 O:
C: 63.47%; H: 5.99%; N: 6.94%; Cl: 11.71%;
Found: C: 63.44%; H: 5.79%; N: 6.79%; Cl: 11.47%.
EXAMPLE 65
1-{2-[2-(3,4-Dichlorophenyl)-4-(3-methoxybenzoyl)morpholin-2-yl]ethyl}-4-phenylpiperidine-4-(N,N-dimethylcarboxamide) (Compound No. 2-1635)
Yield: 80%
Mass spectrometric analysis (FAB) m/z: 624 (M+H).sup.+
Elemental analysis:
Calculated for C.sub.34 H.sub.39 N.sub.3 O.sub.4 Cl.sub.2 .multidot.1/5H.sub.2 O:
C: 65.01%; H: 6.32%; N: 6.69%; Cl: 11.29%;
Found: C: 64.79%; H: 6.47%; N: 6.42%; Cl: 10.93%.
EXAMPLE 66
1-{2-[2-(3,4-Dichlorophenyl)-4-(4-methoxybenzoyl)morpholin-2-yl]ethyl}-4-phenylpiperidine-4-carboxamide (Compound No. 2-1681)
Yield: 94%
Mass spectrometric analysis (FAB) m/z: 596 (M+H).sup.+
Elemental analysis:
Calculated for C.sub.32 H.sub.35 N.sub.3 O.sub.4 Cl.sub.2 .multidot.1/5H.sub.2 O:
C: 64.04%; H: 5.95%; N: 7.00%; Cl: 11.82%;
Found: C: 63.67%; H: 5.97%; N: 6.70%; Cl: 12.20%.
EXAMPLE 67
1-{2-[2-(3,4-Dichlorophenyl)-4-(4-methoxybenzoyl)morpholin-2-yl]ethyl}-4-phenylpiperidine-4-(N,N-dimethylcarboxamide) (Compound No. 2-1683)
Yield: 78%
Mass spectrometric analysis (FAB) m/z: 624 (M+H).sup.+
Elemental analysis:
Calculated for C.sub.34 H.sub.39 N.sub.3 O.sub.4 Cl.sub.2:
C: 65.38%; H: 6.29%; N: 6.73%; Cl: 11.35%;
Found: C: 65.32%; H: 6.94%; N: 6.61%; Cl: 10.97%.
EXAMPLE 68
1-{2-[2-(3,4-Dichlorophenyl)-4-(2-pyrazinylcarbonyl)morpholin-2-yl]ethyl}-4-phenylpiperidine-4-carboxamide (Compound No. 2-2497)
Yield: 31%
Mass spectrometric analysis (FAB) m/z: 568 (M+H).sup.+
Elemental analysis:
Calculated for C.sub.29 H.sub.31 N.sub.5 O.sub.3 Cl.sub.2 .multidot.H.sub.2 O:
C: 59.39%; H: 5.67%; N: 11.87%; Cl: 12.09%;
Found: C: 59.58%; H: 5.82%; N: 11.30%; Cl: 12.56%.
EXAMPLE 69
1-{2-[2-(3,4-Dichlorophenyl)-4-(2-pyrazinylcarbonyl)morpholin-2-yl]ethyl}-4-phenylpiperidine-4-(N,N-dimethylcarboxamide) (Compound No. 2-2499)
Yield: 33%
Mass spectrometric analysis (FAB) m/z: 596 (M+H).sup.+
Elemental analysis:
Calculated for C.sub.31 H.sub.35 N.sub.5 O.sub.3 Cl.sub.2 .multidot.H.sub.2 O:
C: 60.58%; H: 6.07%; N: 11.40%; Cl: 11.54%;
Found: C: 60.57%; H: 5.95%; N: 9.97%; Cl: 12.88%.
EXAMPLE 70
1-{2-[(2 R)-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}-4-phenylpiperidine-4-carboxamide (Compound No. 2-1969)
70(a) 1-(Chloroacetyl)amino-4-t-butyldimethylsilyloxy-(2 R)-(3,4-dichlorophenyl)-2-butanol
3.60 g (9.88 mmole) of 1-amino-4-t-butyldimethylsilyloxy-(2 R)-(3,4-dichlorophenyl)-2-butanol [prepared as described in Example 1(e)], 1.64 ml (11.8 mmole) of triethylamine and 121 mg (0.99 mmole) of 4-dimethylamino-pyridine were dissolved in 100 ml of methylene chloride, and 0.94 ml (11.8 mmole) of chloroacetyl chloride were added dropwise, whilst ice-cooling. The mixture was then stirred at the same temperature for 2 hours. At the end of this time, 100 ml of methylene chloride were added to the reaction mixture, and the resulting mixture was washed with ice-cooled 10% w/v aqueous hydrochloric acid, with a saturated aqueous solution of sodium hydrogencarbonate and with a saturated aqueous solution of sodium chloride, in that order. It was ten dried over anhydrous magnesium sulfate. The solvent was then removed by distillation under reduced pressure, and the resulting residue was purified by silica gel flash column chromatography, using a gradient elution method, with mixtures of ethyl acetate and hexane ranging from 1:5 to 1:2 by volume as the eluent, to obtain 3.32 g (yield 76%) of the title compound as a colorless oil.
Nuclear Magnetic Resonance Spectrum (270 MHz, CDCl.sub.3) .delta. ppm:
7.64 (1 H, doublet, J=2.1 Hz);
7.47 (1 H, doublet, J=8.4 Hz);
7.28 (1 H, doublet of doublets, J=8.4 & 2.1 Hz);
7.03 (1 H, broad triplet),
5.27 (1 H, singlet);
4.04 (2 H, AB-quartet, J=15.1 Hz, .DELTA..delta.=0.08 ppm);
3.81 (1 H, doublet of triplets, J=10.5 & 3.7 Hz);
3.72 (1 H, doublet of doublets, J=13.5 & 6.2 Hz);
3.53 (1 H, doublet of doublets, J=10.9 & 2.3 Hz);
3.45 (1 H, doublet of doublets, J=13.5 & 5.4 Hz);
2.24 (1 H, doubled doublet of doublets, J=14.8, 10.9 & 4.1 Hz);
1.93 (1 H, doublet of triplets, J=14.8 & 2.8 Hz);
0.92 (9 H, singlet);
0.06 (3 H, singlet);
0.00 (3 H, singlet).
70(b) 2-[(2 R)-(3,4-Dichlorophenyl)-5-oxomorpholin-2-yl]ethanol t-butyldimethylsilyl ether
219 mg (5.48 mmole) of sodium hydride (as a 60% w/v suspension in mineral oil) were suspended in 30 ml of anhydrous tetrahydrofuran, and a solution prepared by dissolving 1.61 g (3.65 mmole) of 1-(chloroacetyl)amino-4-t-butyldimethylsilyloxy-(2 R)-(3,4-dichlorophenyl)-2-butanol [prepared as described in step (a) above] in 30 ml of anhydrous tetrahydrofuran was slowly added dropwise, whilst ice-cooling, over 30 minutes. The mixture was then stirred at the same temperature for 4 hours. At the end of this time, the reaction mixture was poured into ice-cooled 10% w/v aqueous hydrochloric acid and extracted three times, each time with 100 ml of ethyl acetate. The combined organic extracts were washed with a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. The solvent was then removed by distillation under reduced pressure, and the resulting residue was purified by silica gel flash column chromatography, using a gradient elution method, with mixtures of ethyl acetate and hexane ranging from 1:4 to 2:1 by volume as the eluent, obtain 700 mg (yield 47%) of the title compound.
[.alpha.].sub.D.sup.24 =+67.65 (c=0.81, methanol)
Nuclear Magnetic Resonance Spectrum (270 MHz, CDCl.sub.3) .delta. ppm:
7.532 (1 H, doublet, J=2.2 Hz);
7.526 (1 H, doublet, J=8.1 Hz);
7.27 (1 H, doublet of doublets, J=8.1 & 2.2 Hz);
6.76 (1 H, broad singlet);
4.17 (2 H, AB-quartet, J=17.3 Hz, .DELTA..delta.=0.24 ppm);
3.98 (1 H, doublet of doublets, J=13.0 & 3.9 Hz);
3.76 (1 H, doublet of doublets, J=13.0 & 2.0 Hz);
3.63 (1 H, multiplet);
3.29 (1 H, multiplet);
2.12 (2 H, multiplet);
0.91 (9 H, singlet);
0.04 (3 H, singlet);
0.03 (3 H, singlet).
70(c) 2-[(2 R)-(3,4-Dichlorophenyl)morpholin-2-yl]ethanol
580 mg (1.43 mmole) of 2-[(2 R)-(3,4-dichlorophenyl)-5-oxomorpholin-2-yl]ethanol t-butyldimethylsilyl ether [prepared as described in step (b) above] were dissolved in 6 ml of anhydrous tetrahydrofuran. The solution was then heated under reflux under a stream of nitrogen and 0.60 ml (6.0 mmole) of a 10 M borane-dimethyl sulfide complex was added dropwise. The mixture was then stirred for 2 hours. At the end of this time, the solvent was removed by distillation under reduced pressure, and 5 ml of 1 N aqueous hydrochloric acid were added. The mixture was then stirred at 100.degree. C. for 1 hour. The reaction mixture was air-cooled, made basic by the addition of a 1 N aqueous solution of sodium hydroxide, diluted with a saturated aqueous solution of sodium chloride and then extracted with ethyl acetate. The organic extract was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. The solvent was then removed by distillation under reduced pressure. The resulting residue was purified by silica gel column chromatography, using a gradient elution method, with mixtures of methylene chloride and methanol ranging from 9:1 to 17:3 by volume as the eluent, to obtain 360 mg of the title compound.
[.alpha.].sub.D.sup.24 =+16.22 (c=0.45, methanol)
The nuclear magnetic resonance spectrum, infrared spectrum and mass spectrometric analysis agreed with those of the racemate produced as described in Example 51(d).
70(d) 2-[(2 R)-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethanol
Following a procedure similar to that described in Example 51(e), but using 2-[(2 R)-(3,4-dichlorophenyl)morpholin-2-yl]ethanol [prepared as described in step(c) above], the title compound was obtained in a yield of 92%.
[.alpha.].sub.D.sup.24 =+30.65 (c=0.56, methanol)
The nuclear magnetic resonance spectrum, infrared spectrum and mass spectrometric analysis agreed with those of the racemate produced as described in Example 51(e).
70(e) 2-[(2 R)-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethanol methanesulfonate
30.0 g (63.8 mmole) of 2-[(2 R)-(3,4-dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethanol [prepared as described in step (d) above] were dissolved in 500 ml of methylene chloride. 11.5 ml (83.0 mmole) of triethylamine and 5.93 ml (76.6 mmole) of methanesulfonyl chloride were then added, in that order, to the mixture, whilst ice-cooling, and the mixture was stirred at room temperature for 2 hours under a nitrogen atmosphere. The reaction mixture was then diluted with methylene chloride and washed with 1 N aqueous hydrochloric acid, and then with a saturated aqueous solution of sodium chloride, after which it was dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was purified by silica gel column chromatography, using a gradient elution method, with mixtures of hexane and ethyl acetate ranging from 1:4 to 1:9 by volume as the eluent, to give 34.8 g of the title compound.
[.alpha.].sub.D.sup.24 +26.36 (c=0.66, methanol)
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
6.90-7.80 (3 H, multiplet);
6.52 (2 H, singlet);
3.40-4.35 (8 H, multiplet);
3.86 & 3.87 (total 9 H, each singlet);
2.93 (3 H, singlet);
2.10-2.55 (2 H, multiplet).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (KBr):
2999, 2966, 2939, 2875, 1634, 1585
Mass spectrometric analysis (FAB) m/z: 548 (M+H).sup.+
70(f) 1-{2-[(2 R)-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}-4-phenylpiperidine-4-carboxamide
Following a procedure similar to that described in Example 51(d), but using 2-[(2 R)-(3,4-dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethanol methanesulfonate [prepared as described in step (e) above], the title compound was obtained in a yield of 79%.
[.alpha.].sub.D.sup.24 =+7.53 (c=0.50, methanol)
Elemental analysis:
Calculated for C.sub.34 H.sub.39 N.sub.3 O.sub.6 Cl.sub.2 .multidot.1/5H.sub.2 O:
C: 61.85%; H: 6.01%; N: 6.36%; Cl: 10.74%;
Found: C: 61.51%; H: 6.18%; N: 6.13%; Cl: 10.72%.
The nuclear magnetic resonance spectrum, infrared spectrum and mass spectrometric analysis agreed with those of the racemate produced as described in Example 51(g).
The compounds of the following Examples 71-74 were produced following the same procedure as described in Example 70 above.
EXAMPLE 71
1-{2-[(2 R)-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]-ethyl}-4-phenylpiperidine-4-(N,N-dimethylcarboxamide) (Compound No. 2-1971)
Yield: 84%
[.alpha.].sub.D.sup.24 =+7.04 (c=0.45, methanol)
Elemental analysis:
Calculated for C.sub.36 H.sub.48 N.sub.3 O.sub.6 Cl.sub.2 :
C: 62.69%; H: 7.02%; N: 6.09%; Cl: 10.28%;
Found: C: 62.37%; H: 6.42%; N: 5.94%; Cl: 10.72%.
EXAMPLE 72
1-{2-[(2 R)-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}spiro[benzo[c]thiophene-1(3 H),4'-piperidine]-2-oxide
(Compound No. 2-2010)
Yield: 66%
[.alpha.].sub.D.sup.24 =-2.50 (c=0.50, methanol)
Elemental analysis:
Calculated for C.sub.34 H.sub.38 N.sub.2 O.sub.6 SCl.sub.2 :
C: 60.62%; H: 5.69%; N: 4.16%; Cl: 10.53%; S: 4.76%;
Found: C: 60.17%; H: 5.68%; N: 4.00%; Cl: 10.47%; S: 4.55%.
EXAMPLE 73
1-{2-[(2 R)-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}spiro[isoquinoline-1 (2 H),4'-piperidine]-3 (4 H)-one
(Compound No. 2-2015)
Yield: 75%
[.alpha.].sub.D.sup.24 =+2.58 (c=0.40, methanol)
Elemental analysis:
Calculated for C.sub.35 H.sub.39 N.sub.3 O.sub.6 Cl.sub.2 :
C: 62.87%; H: 5.88%; N: 6.29%; Cl: 10.61%;
Found: C: 62.46%; H: 6.01%; N: 6.08%; Cl: 9.63%.
EXAMPLE 74
1-{2-[(2 R)-(3,4-Dichlorophenyl)-4-(3-methoxybenzoyl)morpholin-2-yl]ethyl}-4-phenylpiperidine-4-(N,N-dimethylcarboxamide) (Compound No. 2-1635)
Yield: 78%
[.alpha.].sub.D.sup.24 =+9.67 (c=0.50, methanol)
Elemental analysis:
Calculated for C.sub.34 H.sub.39 N.sub.3 O.sub.4 Cl.sub.2 .multidot.1/5H.sub.2 O:
C: 65.01%; H: 6.32%; N: 6.69%; Cl: 11.29%;
Found: C: 64.84%; H: 6.46%; N: 6.52%; Cl: 11.58%.
EXAMPLE 75
1-{2-[(5 R)-(3,4-Dichlorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidine-5-yl]ethyl}spiro[benzo[c]thiophene-1(3 H),4'-piperidine]-(2 S)-oxide
(Compound No. 3-10)
600 mg (1.12 mmole) of 2-[(5 R)-(3,4-dichlorophenyl)-3-(3,4,5-trimethoxybenzoyl)oxazolidin-5-yl]ethanol methanesulfonate [prepared as described in Example 1(g)], 318 mg (1.23 mmole) of spiro[benzo[c]thiophene-1(3 H),4'-piperidine]-(2 S)-oxide hydrochloride (prepared as described in Preparation 6), 283 mg (3.37 mmole) of sodium hydrogencarbonate, and 280 mg (1.69 mmole) of sodium iodide were suspended in 10 ml of anhydrous dimethylformamide, and the mixture was heated at 80.degree. C. for 8 hours under a nitrogen atmosphere. The reaction mixture was then poured into 100 ml of a saturated aqueous solution of sodium chloride and then extracted with ethyl acetate. The organic extract was dried over anhydrous magnesium sulfate, and then the solvent was removed by distillation under reduced pressure. The resulting residue was purified by silica gel column chromatography, using a gradient elution method, with mixtures of methylene chloride and methanol ranging from 40:1 to 20:1 by volume as the eluent, and then crystallized from diisopropyl ether, to give 496 mg of the title compound as white crystals.
[.alpha.].sub.D.sup.24 +41.0 (c=1, methanol)
HPLC analysis
Column: YMC-Pack ODS-A (250.times.4.6 mm.phi.)
Eluent: CH.sub.3 CN:H.sub.2 O=40.60, 0.1% AcONH.sub.4
Flow rate: 1.0 ml/min
Retention time: 28.6 min
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.1-7.6 (7 H, multiplet);
6.70 (2 H, singlet);
4.9-5.3 (total 2 H, broad singlet);
4.32 (1 H, doublet, J=16.7 Hz);
4.00 (1 H, doublet, J=16.7 Hz);
3.7-4.2 (2 H, multiplet);
3.87 & 3.89 (total 9 H, each singlet);
1.5-3.1 (12 H, multiplet).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (KBr):
2940, 1642, 1584, 1416, 1237, 1128.
Mass spectrometric analysis (FAB) m/z 659 (M+H).sup.+
Elemental analysis
Calculated for C.sub.33 H.sub.36 N.sub.2 O.sub.6 SCl.sub.2 .multidot.1/2H.sub.2 O:
C: 59.28%; H: 5.58%; N: 4.19%; S: 4.79%; Cl: 10.60%;
Found: C: 59.36%; H: 5.58%; N: 4.12%; S: 4.73%; Cl: 10.60%.
EXAMPLE 76
1-{2-[(2 R)-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}spiro[benzo[c]thiophene-1(3 H),4'-piperidine]-(2 S)-oxide
(Compound No. 3-42)
76(a) 4-(t-Butyldimethylsilyloxy)-(2 R)-(3,4-dichlorophenyl)-1-[N-(t-butoxycarbonyl)-N-(2-hydroxyethyl)amino]-2-butanol
39.9 g (109 mmole) of 4-t-butyldimethylsilyloxy-(2 R)-(3,4-dichlorophenyl)butane-1,2-diol [prepared as described in Example 1(c)] were dissolved in 80 ml of pyridine, and 31.3 g (164 mmole) of p-toluenesulfonyl chloride were added to the resulting solution. The mixture was ten stirred at room temperature for 2 days under a nitrogen atmosphere. At the end of this time, the reaction mixture was diluted with water and extracted with ethyl acetate. The organic extract was washed with water and with a saturated aqueous solution of sodium chloride, in that order, after which it was dried over anhydrous sodium sulfate. The solvent was then removed by distillation under reduced pressure. The resulting residue was dissolved in 600 ml of acetonitrile, and 35.0 g (329 mmole) of lithium perchlorate and 33.4 g (547 mmole) of 2-aminoethanol were added to the resulting solution. The mixture was then heated under reflux for 16 hours. At the end of this time, the reaction mixture was cooled to room temperature, diluted with ethyl acetate, and washed with a saturated aqueous solution of sodium chloride. The organic layer was then separated and dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was dissolved in 700 ml of methylene chloride. 22.8 ml (164 mmole) of triethylamine and 26.3 g (120 mmole) of di-t-butyl dicarbonate were added to the resulting solution, and the mixture was stirred at room temperature for 12 hours. The reaction mixture was then poured into water and extracted with methylene chloride. The organic extract was washed with a saturated aqueous solution of sodium chloride and then dried over anhydrous sodium sulfate. The solvent was then removed by distillation under reduced pressure. The resulting residue was purified by silica gel column chromatography, using a gradient elution method, with mixtures of hexane and ethyl acetate ranging from 4:1 to 7:3 by volume as the eluent, to give 49.9 g of the title compound.
[.alpha.].sub.D.sup.24 +3.92 (c=0.72, methanol)
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.30-7.75 (3 H, multiplet);
5.30 & 5.57 (total 1 H, each broad singlet);
3.05-4.00 (9 H, multiplet);
2.00-2.40 (2 H, multiplet);
1.53 (9 H, singlet);
0.94 (9 H, singlet);
0.09 (3 H, singlet);
0.07 (3 H, singlet).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (KBr):
3420, 2957, 2933, 2885, 2861, 1687.
Mass spectrometric analysis (FAB) m/z: 508 (M+H).sup.+
76(b) 2-[4-t-Butoxycarbonyl-(2 R)-(3,4-dichlorophenyl)morpholin-2-yl]ethanol t-butyldimethylsilyl ether
49.9 g (98.1 mmole) of 4-t-butyldimethylsilyloxy-(2 R)-(3,4-dichlorophenyl)-1-[N-(t-butoxycarbonyl)-N-(2-hydroxyethyl)amino]-2-butanol [prepared as described in step (a) above] and 30.9 g (118 mmole) of triphenylphosphine were dissolved in 600 ml of dried toluene. 51.3 g of a 40% w/v toluene solution containing 118 mmole of diethyl azodicarboxylate were added dropwise to the resulting solution at room temperature under a nitrogen atmosphere, and the mixture was stirred for 2 hours. At the end of this time, the solvent was removed by distillation under reduced pressure, and the resulting residue was purified by silica gel column chromatography, using a gradient elution method, with mixtures of hexane and ethyl acetate ranging from 47:3 to 23:2 by volume as the eluent, to give 43.2 g of the title compound.
[.alpha.].sub.D.sup.24 +32.67 (c=0.60, methanol)
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
7.56 (1 H, broad singlet);
7.43 (1 H, doublet, J=9 Hz);
7.28 (1 H, doublet of doublets, J=2 & 9 Hz);
3.00-4.55 (8 H, multiplet);
1.80-2.10 (2 H, multiplet);
1.35-1.60 (9 H, broad singlet);
0.85 (9 H, singlet);
-0.01 (6 H, singlet).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (CDCl.sub.3): 2957, 2931, 2859, 1687.
Mass spectrometric analysis (FAB) m/z: 490 (M+H).sup.+
76(c) (2 R)-(3,4-Dichlorophenyl)-2-(2-hydroxyethyl)morpholine hydrochloride
43.1 g (87.9 mmole) of 2-[4-t-butoxycarbonyl-(2 R)-(3,4-dichlorophenyl)-morpholin-2-yl]ethanol t-butyldimethylsilyl ether [prepared as described in step (b) above] were dissolved in 600 ml of a 4 N solution of hydrogen chloride in dioxane, and the mixture was stirred at 60.degree. C. for 4 hours. At the end of this time, the solvent was removed by distillation under reduced pressure, and diethyl ether was added to the resulting residue. The solvent was then removed by distillation under reduced pressure. The resulting residue was recrystallized from ethanol/ethyl acetate, to give 24.1 g of the title compound.
[.alpha.].sub.D.sup.24 +48.07 (c=0.57, methanol)
Nuclear Magnetic Resonance Spectrum (400 MHz, hexadeuterated dimethyl sulfoxide) .delta. ppm:
8.60-9.80 (2 H, broad singlet);
7.72 (1 H, singlet);
7.70 (1 H, doublet, J=9 Hz);
7.44 (1 H, doublet of doublets, J=2 & 9 Hz);
4.53 (1 H, broad singlet);
3.89 (1 H, doublet of triplets, J=4 & 13 Hz);
3.75 (1 H, doublet, J=14 Hz);
3.68 (1 H, multiplet);
3.30-3.45 (2 H, multiplet);
2.93-3.13 (3 H, multiplet);
2.09 (1 H, multiplet);
1.90 (1 H, multiplet).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (KBr):
3378, 2966, 2893, 2812, 2783, 2724, 2656, 2530, 1598.
Mass spectrometric analysis (FAB) m/z: 276 (M+H).sup.+ (free form)
76(d) 2-[(2 R)-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethanol
22.9 g (82.9 mmole) of (2 R)-(3,4-dichlorophenyl)-2-(2-hydroxyethyl)-morpholine hydrochloride [prepared as described in step (c) above] were suspended in 500 ml of methylene chloride. 27.6 ml (199 mmole) of triethylamine, 21.0 g (91.0 mmole) of 3,4,5-trimethoxybenzoyl chloride, and 100 mg of 4-dimethyl-aminopyridine were then added to the resulting suspension, and the mixture was stirred at room temperature for 12 hours. At the end of this time, the reaction mixture was poured into water and extracted with methylene chloride. The organic extract was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was purified by silica gel column chromatography, using a gradient elution method, with mixtures of methylene chloride and acetone ranging from 4:1 to 7:3 by volume as the eluent, to give 30.0 g of the title compound.
[.alpha.].sub.D.sup.24 +30.65 (c=0.56, methanol)
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
6.80-7.80 (3 H, multiplet);
6.47 (2 H, singlet);
3.40-4.80 (8 H, multiplet);
3.84 & 3.86 (total 9 H, each singlet);
1.75-2.25 (2 H, multiplet).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (KBr): 3429, 2940, 2838, 1630, 1585.
Mass spectrometric analysis (EI) m/z: 469 (M.sup.+)
76(e) [(2 R)-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethanal
0.88 ml (10.1 mmole) of oxalyl chloride was dissolved in 10 ml of methylene chloride, and 5 ml of a methylene chloride solution containing 0.79 ml (11.1 mmole) of dimethyl sulfoxide were added dropwise to the resulting solution at -78.degree. C. under a nitrogen atmosphere. The mixture was then stirred for 30 minutes. 10 ml of a methylene chloride solution containing 950 mg (2.02 mmole) of 2-[(2 R)-(3,4-dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethanol [prepared as described in step (d) above] were added dropwise to the resulting mixture, and the mixture as stirred for 4 hours. At the end of this time, a further 2.24 ml (16.2 mmole) of triethylamine was added, and the mixture was stirred at room temperature for 2 hours. The reaction mixture was then poured into water and extracted with methylene chloride. The organic extract was washed with water, and then with a saturated aqueous solution of sodium chloride, after which it was dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was purified by silica gel column chromatography, using a gradient elution method, with mixtures of methylene chloride and acetone ranging from 23:2 to 21:4 by volume as the eluent, to give 878 mg of the title compound.
[.alpha.].sub.D.sup.24 +36.15 (c=0.65, methanol)
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta. ppm:
9.56 (1 H, singlet);
6.90-7.80 (3 H, multiplet);
6.50 (2 H, singlet);
3.40-4.60 (6 H, multiplet);
3.85-3.87 (total 9 H, each singlet);
2.70-3.05 (2 H, multiplet).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (KBr): 2962, 2930, 2838, 1723, 1636, 1585.
Mass spectrometric analysis (FAB) m/z: 468 (M+H).sup.+
76(f) 1-{2-[(2R)-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide
15.00 g (27.4 mmole) of 2-[(2R)-(3,4-dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethanol methanesulfonate [prepared as described in Example 70(e)], 7.76 g (30.1 mmole) of spiro[benzo[c]thiopene-1(3H),4'-piperidine]-(2S)-oxide hydrochloride (prepared as described in Preparation 6), 6.89 g (82.0 mmole) of sodium hydrogencarbonate, and 6.81 g (41.0 mmole) of potassium iodide were suspended in 150 ml of anhydrous dimethylformamide. The mixture was then heated at 80.degree. C. for 8 hours under a nitrogen atmosphere. The reaction mixture was then poured into 400 ml of a saturated aqueous solution of sodium chloride and extracted with ethyl acetate. The organic extract was dried over anhydrous magnesium sulfate, and the solvent was removed by distillation under reduced pressure. The resulting residue was purified by silica gel column chromatography, using a gradient elution method, with mixtures of methylene chloride and methanol ranging from 40:1 to 20:1 by volume as the eluent, and then crystallized from hexane, to give 15.5 g of the title compound as white crystals.
[.alpha.].sub.D.sup.24 +14.0 (c=1, methanol)
HPLC analysis
Column: YMC-Pack ODS-A (250.times.4.6 mm.phi.)
Eluent: CH.sub.3 CN:H.sub.2 O=40:60, 0.1% AcONH.sub.4
Flow rate: 1.0 ml/min
Retention time: 23.7 min
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta.ppm:
7.1-7.8 (7H, multiplet);
64.9 (2H, broad singlet);
4.31 (1H, doublet, J=16.8 Hz);
3.99 (1H, doublet, J=16.8 Hz);
3.86 & 3.84 (total 9H, each singlet);
3.3-4.0 (6H, multiplet);
1.5-3.1 (12H, multiplet).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (KBr): 2939, 1636, 1584, 1464, 1426, 1329, 1237, 1128.
Mass spectrometric analysis (FAB) m/z: 673 (M+H).sup.+
Elemental analysis:
Calculated for C.sub.34 H.sub.38 N.sub.2 O.sub.6 SCl.sub.2.1/2H.sub.2 O: C: 59.82%; H: 5.76%; N: 4.10%; S: 4.70%; Cl, 10.39% ; Found: C: 60.20%; H: 6.14%; N: 4.04%; S: 4.54%; Cl, 10.38%.
76(g) 1-{2-[(2R)-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide
150 mg (0.32 mmole) of [(2R)-(3,4-dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholine-2-yl]ethanol [prepared as described in step (e) above] and 99 mg (0.38 mmole) of spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide hydrochloride (prepared as described in Preparation 6) were dissolved in 1 ml of methanol. 100 mg of molecular sieves 3A (powder) and 209 mg (3.33 mmole) of sodium cyanoborohydride were added to the resulting solution, and the mixture was heated under reflux for 8 hours under a nitrogen atmosphere. The reaction mixture was filtered through a Celite (trade mark) filter aid. The filtrate was poured into water and extracted with ethyl acetate. The organic extract was washed with a saturated aqueous solution of sodium chloride and then dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was purified by silica gel column chromatography, using a gradient elution method, with mixtures of methylene chloride and methanol ranging from 97:3 to 19:1 by volume as the eluent, to give 184 mg of the title compound. Various physico-chemical properties of this product agreed with those of the product synthesised as described in Example 76(f).
EXAMPLE 77
1-{2-[(2R)-(3,4-Dichlorophenyl)-4-[(3-isopropoxyphenyl)acetyl]morpholin-2-yl]ethyl}spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide (Compound No. 3-811)
77(a) 2-{(2R)-(3,4-Dichlorophenyl)-4-[(3-isopropoxyphenyl)acetyl]morpholin-2-yl}ethanol
1.03 g (5.28 mmole) of 3-isopropoxyphenylacetic acid were dissolved in 50 ml of methylene chloride, and 1.10 g (5.76 mmole) of WSC.HCl (Water Soluble Carbodiimide.HCl), 780 mg (5.76 mmole) of 1-hydroxybenzotriazol.H.sub.2 O, 1.61 ml (11.5 mmole) of triethylamine, and 1.50 g (4.80 mmole) of (2R)-(3,4-dichlorophenyl)-2-(2-hydroxyethyl)morpholine hydrochloride [prepared as described in Example 76(c)] were added to the resulting solution, in that order. The mixture was then stirred at room temperature for 15 hours under a nitrogen atmosphere. At the end of this time, a saturated aqueous solution of ammonium chloride was added to the reaction mixture, which was then extracted with ethyl acetate. The organic extract was washed with a saturated aqueous solution of sodium hydrogencarbonate and with a saturated aqueous solution of sodium chloride, in that order, after which it was dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was purified by silica gel column chromatography, using a gradient elution method, with mixtures of hexane and ethyl acetate ranging from 3:1 to 2:1 by volume as the eluent, to give 1.81 g of the title compound.
[.alpha.].sub.D.sup.24 -8.2 (c=0.60, methanol)
Nuclear Magnetic Resonance Spectrum (270 MHz, CDCl.sub.3) .delta.ppm:
6.45-7.57 (7H, multiplet);
4.74 (1H, doublet, J=13.9 Hz);
4.37-4.52 (1H, multiplet);
3.22-3.90 (9H, multiplet);
2.10-2.21 (1H, broad singlet);
1.87-2.09 (2H, multiplet);
1.30 (3H, singlet);
1.28 (3H, singlet).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (KBr): 3693, 3622, 3589, 2981, 2934, 1645, 1608, 1583.
Mass spectrometric analysis (FAB) m/z: 452 (M+H).sup.+
77(b) 2-{(2R)-(3,4-Dichlorophenyl)-4-[(3-isopropoxyphenyl)acetyl]morpholin-2-yl}ethanol methanesulfonate
1.81 g (4.00 mmole) of 2-{(2R)-(3,4-dichlorophenyl)-4-[(3-isopropoxyphenyl)acetyl]morpholin-2yl}ethanol [prepared as described in step (a) above] were dissolved in 5 ml of pyridine, and 45 mg (0.40 mmole) of 4-dimethylaminopyridine and 0.46 ml (6.00 mmole) of methanesulfonyl chloride were added to the resulting solution, whilst ice-cooling. The mixture was then stirred at 0.degree. C. for 2 hours under a nitrogen atmosphere. At the end of this time, the reaction mixture was poured into ice-cooled 10% w/v aqueous hydrochloric acid, and then extracted with ethyl acetate. The organic extract was washed with a saturated aqueous solution of sodium chloride and then dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was purified by silica gel column chromatography, using a gradient elution method, with mixtures of hexane and ethyl acetate ranging from 1:1 to 1:2 by volume as the eluent, to give 2.00 g of the title compound as a colorless oil.
[.alpha.].sub.D.sup.24 -6.3 (c=0.70, methanol)
Nuclear Magnetic Resonance Spectrum (270 MHz, CDCl.sub.3) .delta.ppm:
6.51-7.59 (7H, multiplet);
4.40-4.63 (2H, multiplet);
3.17-4.26 (9H, multiplet);
2.93 (3H, singlet);
2.08-2.32 (2H, multiplet);
1.31 (3H, singlet);
1.29 (3H, singlet).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (KBr): 2981, 2934, 1645, 1608, 1583.
Mass spectrometric analysis (FAB) m/z: 530 (M+H).sup.+
77(c) 1-{2-[(2R)-(3,4-Dichlorophenyl)-4-[(3-isopropoxyphenyl)acetyl]morpholin-2-yl]ethyl}spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide
630 mg (1.19 mmole) of 2-{(2R)-(3,4-dichlorophenyl)-4-[(3-isopropoxyphenyl)acetyl]morpholin-2-yl}ethanol methanesulfonate [prepared as described in step (b) above], 367 mg (1.43 mmole) of spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide hydrochloride (prepared as described in Preparation 6), 299 mg (3.56 mmole) of sodium hydrogencarbonate, and 296 mg (1.78 mmole) of potassium iodide were suspended in 6 ml of anhydrous dimethylformamide, and the suspension was heated at 80.degree. C. for 6 hours under a nitrogen atmosphere. At the end of this time, the reaction mixture was poured into a saturated aqueous solution of sodium chloride and extracted with ethyl acetate. The organic extract was dried over anhydrous magnesium sulfate, and the solvent was removed by distillation under reduced pressure. The resulting residue was purified by silica gel column chromatography, using a 25:1 by volume mixture of methylene chloride and methanol as the eluent, and then crystallized from hexane, to give 400 mg of the title compound as white crystals, melting at 85-88.degree. C.
[.alpha.].sub.D.sup.24 +2.5 (c=0.51, methanol)
HPLC analysis
Column: YMC-Pack ODS-A (250.times.4.6 mm.phi.)
Eluent: CH.sub.3 CN:H.sub.2 O=60:40, 0.1% AcONH.sub.4
Flow rate: 1.0 ml/min
Retention time: 23.7 min
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta.ppm:
6.55-7.61 (11H, multiplet);
4.71 (1H, doublet, J=13.8 Hz);
4.40-4.51 (1H, multiplet);
4.31 (1H, doublet, J=16.8 Hz);
3.99 (1H, doublet, J=16.8 Hz);
3.25-3.85 (8H, multiplet);
2.56-2.97 (2H, multiplet);
2.01-2.45 (6H, multiplet);
1.88-2.45 (2H, multiplet);
1.48-1.59 (1H, multiplet);
1.30 (3H, singlet);
1.29 (3H, singlet).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (KBr): 2975, 2923, 1645, 1607, 1582, 1047.
Mass spectrometric analysis (FAB) m/z: 655 (M+H).sup.+
Elemental analysis
Calculated for C.sub.35 H.sub.40 N.sub.2 O.sub.4 SCl.sub.2.1/2H.sub.2 O: C: 63.25%; H: 6.22%; N: 4.21%; S: 4.82%; Cl: 10.67%; Found: C: 62.96%; H: 6.38%; N: 4.08%; S: 4.71%; Cl: 10.41%.
EXAMPLE 78
1-{2-[(2R)-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)hexahydro-1,4-oxazepin-2-yl]ethyl}spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide (Compound No. 3-74)
78(a) 4-(t-Butyldimethylsilyloxy)-(2R)-(3,4-dichlorophenyl)-1-[N-(t-butoxycarbonyl)-N-(3-hydroxypropyl)amino]-2-butanol
Following a procedure similar to that described in Example 76(a), but using 5.00 g (13.7 mmole) of 4-t-butyldimethylsilyloxy-(2R)-(3,4-dichlorophenyl)butane-1,2-diol [prepared as described in Example 1(c)] and 5.15 g (68.6 mmole) of 3-amino-1-propanol as the starting materials, 6.00 g of the title compound were obtained.
[.alpha.].sub.D.sup.24 -1.31 (c=1.22, methanol)
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta.ppm:
7.20-7.70 (3H, multiplet);
5.04 & 5.32 (total 1H, each singlet);
3.15-3.85 (9H, multiplet);
1.95-2.30 (2H, multiplet);
1.65-1.85 (2H, multiplet);
1.45 (9H, singlet);
0.86 (9H, singlet);
-0.08 & -0.01 (total 6H, each singlet).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (CHCl.sub.3): 3432, 2957, 2885, 2861, 1675.
Mass spectrometric analysis (FAB) m/z: 522 (M+H).sup.+
78(b) 2-[4-t-Butoxycarbonyl)hexahydro-1,4-oxazepin-2-yl]ethanol t-butyldimethylsilyl ether
300 mg (0.57 mmole) of 4-(t-butyldimethylsilyloxy)-(2R)-(3,4-dichlorophenyl)-1-[N-(t-butoxycarbonyl)-N-(3-hydroxypropyl)amino]-2-butanol [prepared as described in step (a) above] were dissolved in 2 ml of pyridine, and 196 mg (1.03 mmole) of p-toluenesulfonyl chloride were added to the resulting solution. The mixture was then stirred at room temperature for 16 hours under a nitrogen atmosphere. At the end of this time, the reaction mixture was poured into water and extracted with ethyl acetate. The organic extract was washed with water and with a saturated aqueous solution of sodium chloride, in that order, after which it was dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was dissolved in 3 ml of 2-methyl-2-propanol, and 67 mg (0.58 mmole) of potassium t-butoxide were added to the resulting solution. The mixture was then heated at 80.degree. C. for 8 hours under a nitrogen atmosphere. At the end of this time, the reaction mixture was cooled to room temperature, poured into water, and then extracted with ethyl acetate. The organic extract was washed with a saturated aqueous solution of sodium chloride and then dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was purified by silica gel column chromatography, using a gradient elution method, with mixtures of hexane and ethyl acetate ranging from 47:3 to 23:2 by volume as the eluent, to give 56 mg of the title compound.
[.alpha.].sub.D.sup.24 +14.19 (c=0.74, methanol)
Nuclear Magnetic Resonance Spectrum (270 MHz, CDCl.sub.3) .delta.ppm:
7.17-7.65 (3H, multiplet);
3.10-4.10 (8H, multiplet);
1.75-2.30 (4H, multiplet);
1.37 & 1.44 (total 9H, each singlet);
0.82 (9H, singlet);
-0.07 & -0.05 (total 6H, each singlet).
Mass spectrometric analysis (FAB) m/z: 504 (M+H).sup.+
78(c) 2-[(2R)-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)hexahydro-1,4-oxazepin-2-yl]ethanol methanesulfonate
Following a procedure similar to that described in Examples 76(c), 76(d) and 70(e), but using 2-[4-t-butoxycarbonyl-(2R)-(3,4-dichlorophenyl)hexahydro-1,4-oxazepin-2-yl]ethanol t-butyldimethylsilyl ether [prepared as described in step (b) above], the title compound was obtained in a 65% yield.
[.alpha.].sub.D.sup.24 +19.41 (c=0.45, methanol)
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta.ppm:
7.20-7.65 (3H, multiplet);
6.62 (2H, singlet);
0.75-4.90 (12H, multiplet);
3.87 & 3.89 (total 9H, each singlet);
2.86 (3H, singlet).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (KBr): 2935, 1637, 1585.
Mass spectrometric analysis (FAB) m/z: 562 (M+H).sup.+
78(d) 1-{2-[(2R)-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)hexahydro-1,4-oxazepin-2-yl]ethyl}spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide
Following a procedure similar to that described in Example 76(f), but using 2-[(2R)-(3,4-dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)hexahydro-1,4-oxazepin-2-yl]ethanol methanesulfonate [prepared as described in step (c) above], the title compound was obtained in a 59% yield.
[.alpha.].sub.D.sup.24 +19.33 (c=0.1, methanol)
HPCL analysis
Column: YMC-Pack ODS-A (250.times.4.6 mm.phi.)
Eluent: CH.sub.3 CN:H.sub.2 O=40:60, 0.1% AcONH.sub.4
Flow rate: 1.0 ml/min
Retention time: 17.7 min
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta.ppm:
7.15-7.75 (7H, multiplet);
6.62 (2H, broad singlet);
0.75-4.80 (29H, multiplet);
4.29 (1H, doublet, J=17 Hz);
3.97 (1H, doublet, J=17 Hz).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (KBr): 2928, 2855, 2836, 1637, 1584.
Mass spectrometric analysis (FAB) m/z: 687 (M+H).sup.+
EXAMPLE 79
1-{3-[(2R)-(3,4-Dichlorophenyl)-4-(3,4,5-Trimethoxybenzoyl)morpholin-2-yl]propyl}spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide (Compound No. 3-42)
79(a) Methyl 4-(3,4-dichlorophenyl)-4-oxobutanoate
8.50 g (84.9 mmole) of succinic anhydride and 24.8 g (93.0 mmole) of aluminum bromide were added, in that order, to 150 ml of 1,2-dichlorobenzene, and the mixture was stirred at room temperature for 5 hours. At the end of this time, the reaction mixture was poured into ice-cold water and extracted with methylene chloride. The organic extract was washed with a saturated aqueous solution of sodium chloride and then dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was dissolved in 100 ml of methanol. 1.0 ml sulfuric acid was added to the resulting solution, and the mixture was heated under reflux for 4 hours. At the end of this time, the reaction mixture was cooled to room temperature, poured into water, and then extracted with ethyl acetate. The organic extract was washed with a saturated aqueous solution of sodium hydrogencarbonate and with a saturated aqueous solution of sodium chloride, in that order, after which it was dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was purified by silica gel column chromatography, using a gradient elution method, with mixtures of hexane and diethyl ether ranging from 17:3 to 7:3 by volume as the eluent, to give 9.10 g of the title compound as pale orange crystals.
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta.ppm:
8.07 (1H, doublet, J=2 Hz);
7.81 (1H, doublet of doublets, J=2 & 8 Hz);
7.56 (1H, doublet, J=8 Hz);
3.71 (3H, singlet);
3.27 (2H, triplet, J=7 Hz);
2.78 (2H, triplet, J=7 Hz).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (KBr): 3093, 3061, 2954, 1746, 1678, 1583.
Mass spectrometric analysis (EI) m/z: 260 (M.sup.+)
79(b) Methyl 4-(3,4-dichlorophenyl)-4-pentenoate
1.75 g (49.0 mmole) of methyltriphenylphosphonium bormide and 5.50 g (49.0 mmole) of potassium t-butoxide were suspended in 200 ml of dried benzene, and the mixture was stirred at room temperature for 6 hours under a nitrogen atmosphere. At the end of this time, 8.50 g of methyl 4-(3,4-dichlorophenyl)-4-oxobutanoate [prepared as described in step (a) above] were dissolved in 40 ml of benzene, and the resulting solution was added to the reaction mixture. The mixture was then stirred for 1 hour. The reaction mixture was then poured into water and extracted with ethyl acetate. The organic extract was dried over anhydrous sodium sulfate, and the solvent was removed by distillation under reduced pressure. The resulting residue was purified by silica gel column chromatography, using a gradient elution method, with mixtures of hexane and diethyl either ranging from 19:1 to 23:2 by volume as the eluent, to give 4.20 g of the title compound as a pale orange oil.
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta.ppm:
7.48 (1H, doublet, J=2 Hz);
7.40 (1H, doublet, J=8 Hz);
7.23 (1H, doublet of doublets, J=2 & 8 Hz);
5.32 (1H, singlet);
5.14 (1H, singlet);
3.67 (3H, singlet);
2.79 (2H, triplet, J=8 Hz);
2.48 (2H, triplet, J=8 Hz).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (film): 2952, 1740, 1630, 1550.
Mass spectrometric analysis (EI) m/z: 258 (M.sup.+)
79(c) 4-(3,4-Dichlorophenyl)-4-penten-1-ol t-butyldimethylsilyl ether
Following a procedure similar to that described in Example 1(b), but using methyl 4-(3,4-dichlorophenyl)-4-pentenoate [prepared as described in step (b) above], the title compound was obtained in a 93% yield.
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta.ppm:
7.49 (1H, doublet, J=2 Hz);
7.38 (1H, doublet, J=9 Hz);
7.24 (1H, doublet of doublets, J=2 & 9 Hz);
5.30 (1H, singlet);
5.13 (1H, doublet, J=1Hz);
3.62 (2H, triplet, J=6 Hz);
2.52 (2H, triplet, J=8 Hz);
1.60-1.68 (2H, multiplet);
0.90 (9H, singlet);
0.04 (6H, singlet).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (film): 2954, 2929, 2887, 2858, 1627, 1550.
Mass spectrometric analysis (FAB) m/z: 345 (M+H).sup.+
79(d) (2R)-5-t-butyldimethylsilyloxy-2-(3,4-dichlorophenyl)pentane-1,2-diol
Following a procedure similar to that described in Example 1(c), but using 4-(3,4-dichlorophenyl)-4-penten-1-ol t-butyldimethylsilyl ether [prepared as described in step (c) above], the title compound was obtained in a 94% yield.
Optical purity: 98% ee
[.alpha.].sub.D.sup.24 -2.08 (c=0.48, methanol)
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta.ppm:
7.56 (1H, doublet, J=2 Hz);
7.41 (1H, doublet, J=8 Hz);
7.23 (1H, doublet of doublets, J=2 & 8 Hz);
4.96 (1H, singlet);
3.53-3.70 (4H, multiplet);
1.98-2.14 (3H, multiplet);
1.34-1.57 (2H, multiplet);
0.91 (9H, singlet);
0.082 (3H, singlet);
0.078 (3H, singlet).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (CHCl.sub.3): 3584, 3311, 2956, 2932, 2861.
Mass spectrometric analysis (FAB) m/z: 379 (M.sup.+)
79(e) (2R)-5-(t-Butyldimethylsilyloxy)-2-(3,4-dichlorophenyl)-1-[N-(t-butoxycarbonyl)-N-(2-hydroxyethyl)amino]-2-pentanol
Following a procedure similar to that described in Example 76(a), but using (2R)-5-t-butyldimethylsilyloxy-2-(3,4-dichlorophenyl)pentane-1,2-diol [prepared as described in step (d) above], the title compound was obtained in a 95% yield.
[.alpha.].sub.D.sup.24 -14.75 (c=0.61, methanol)
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta.ppm:
7.15-7.65 (3H, multiplet);
5.30 & 5.79 (total 1H, each singlet);
2.50-3.95 (9H, multiplet);
1.85-2.25 (2H, multiplet);
1.30-1.60 (2H, multiplet);
1.43 (9H, singlet);
0.89 (9H, singlet);
0.04 & 0.05 (total 6H, each singlet).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (KBr): 3355, 2955, 2931, 2894, 2858, 1668.
Mass spectrometric analysis (FAB) m/z: 522 (M+H).sup.+
79(f) (2R)-3-[4-t-Butoxycarbonyl-2-(3,4-dichlorophenyl)morpholin-2-yl]-1-propanol t-butyldimethylsilyl ether
Following a procedure similar to that described in Example 76(b), but using (2R)-5-(t-butyldimethylsilyloxy)-2-(3,4-dichlorophenyl)-1-[N-(t-butyoxycarbonyl)-N-(2-hydroxyethyl)amino]-2-pentanol [prepared as described in step (e) above], the title compound was obtained in a 92% yield.
[.alpha.].sub.D.sup.24 +58.15 (c=0.54, methanol)
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta.ppm:
7.40-7.65 (3H, multiplet);
4.14 (1H, doublet, J=14 Hz);
3.42-3.75 (5H, multiplet);
3.23 (2H, doublet, J=14 Hz);
1.15-2.00 (4H, multiplet);
1.44 & 1.52 (total 9H, each broad singlet);
0.85 (9H, singlet);
0.00 & 0.01 (total 6H, each singlet).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (CHCl.sub.3): 2957, 2931, 2860, 1668.
Mass spectrometric analysis (FAB) m/z: 504 (M+H).sup.+
79(g) 3-[(2R)-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]-1-propanol
3.43 g (6.80 mmole) of (2R)-3-[4-t-butoxycarbonyl-2-(3,4-dichlorophenyl)morpholin-2-yl]-1-propanol t-butyldimethylsilyl ether [prepared as described in step (f) above] were dissolved in 60 ml of methylene chloride, and 2.98 g (15.0 mmole) of B-bromocatecholborane were added to the resulting solution. The mixture was then stirred at room temperature for 2 hours under a nitrogen atmosphere. At the end of this time, 60 ml of water were poured into the reaction mixture, which was then stirred for a further 2 hours. The mixture was then made basic by the addition of a 1 N aqueous solution of sodium hydroxide and then extracted with methylene chloride. The organic extract was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure. The resulting residue was dissolved in 40 ml of methylene chloride, and 1.23 ml (8.87 mmole) of triethylamine, 1.65 g (7.15 mmole) of 3,4,5-trimethoxybenzoyl chloride and 10 mg of 4-dimethylaminopyridine were added to the resulting solution. The mixture was then stirred at room temperature for 12 hours. At the end of this time, the reaction mixture was poured into water and extracted with methylene chloride. The organic extract was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate, and the solvent was removed by distillation under reduced pressure. The resulting residue was purified by silica gel column chromatography, using a 7:3 by volume mixture of methylene chloride and acetone as the eluent, to give 2.13 g of the title compound.
[.alpha.].sub.D.sup.24 +30.78 (c=0.51, methanol)
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta.ppm:
6.80-7.80 (3H, multiplet);
6.48 (2H, broad singlet);
3.30-4.80 (8H, multiplet);
3.84 & 3.86 (total 9H, each singlet);
1.10-2.35 (4H, multiplet).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (KBr): 3426, 2942, 2872, 1632, 1584.
Mass spectrometric analysis (FAB) m/z: 484 (M+H).sup.+
79(h) 3-[(2R)-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]-1-propanol methansulfonate
Following a procedure similar to that described in Example 70(e), but using 3-[(2R)-(3,4-dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]-1-propanol [prepared as described in step (g) above], the title compound was obtained in a 84% yield.
[.alpha.].sub.D.sup.24 +27.87 (c=0.54, methanol)
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta.ppm:
6.80-7.80 (3H, multiplet);
6.50 (2H, singlet);
3.20-4.50 (8H, multiplet);
3.85 & 3.86 (total 9H, each singlet);
2.97 (3H, singlet);
1.35-2.35 (4H, multiplet).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (KBr): 3001, 2939, 2875, 2839, 1634, 1585.
Mass spectrometric analysis (FAB) m/z: 562 (M+H).sup.+
79(i) 1-{3-[(2R)-3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]propyl}spiro[benzo[c]thiopene-1(3H),4'-piperidine]-(2S)-oxide
Following a procedure similar to that described in Example 76(g), but using 3-[(2R)-(3,4-dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]-1-propanol methanesulfonate [prepared as described in step (h) above], the title compound was obtained in a 68% yield.
[.alpha.].sub.D.sup.24 +26.97 (c=0.55, methanol)
HPCL analysis
Column: YMC-Pack ODS-A (250.times.4.6 mm.phi.)
Eluent: CH.sub.3 CN:H.sub.2 O=40:60, 0.1% AcONH.sub.4
Flow rate: 1.0 ml/min
Retention time: 23.4 min
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta.ppm:
6.80-7.80 (7H, multiplet);
6.48 (2H, broad singlet);
0.80-4.70 (20H, multiplet);
4.32 (1H, doublet, J=17 Hz);
4.00 (1H, doublet, J=17 Hz);
3.84 & 3.86 (total 9H, each singlet).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (KBr): 2940, 2872, 2834, 2771, 1636, 1584.
Mass spectrometric analysis (FAB) m/z: 687 (M+H).sup.+
EXAMPLE 80
1-{2-[(5R)-(3,4-Dichlorophenyl)-3-(3,4-dimethoxybenzenesulfonyl)oxazolidin-5-yl]ethyl}spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide (Compound No. 3-2055)
80(a) 2-[(5R)-(3,4-Dichlorophenyl)-3(3,4-dimethoxybenzenesulfonyl)oxazolidin-5-yl]ethanol t-butyldimethylsilyl ether
1.00 g (2.72 mmole) of 2-[(5R)-(3,4-dichlorophenyl)oxazolidin-5-yl]ethanol t-butyldimethylsilyl ether [prepared as described in the first part of Example 1(f)] was dissolved in 10 ml of pyridine, and 773 mg (3.27 mmole) of 3,4-dimethoxybenzenesulfonyl chloride were added to the resulting solution, whilst ice-cooling. The mixture was then stirred for 2 hours under a nitrogen atmosphere. At the end of this time, the reaction mixture was poured into 100 ml of ice-cooled 10% w/v aqueous hydrochloric acid, and then extracted with ethyl acetate. The organic extract was washed with a saturated aqueous solution of sodium chloride and then dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was purified by silica gel column chromatography, using a gradient elution method, with mixtures of hexane and ethyl acetate ranging from 10:1 to 2:1 by volume as the eluent, to give 1.27 g of the title compound as white crystals.
[.alpha.].sub.D.sup.24 -5.74 (c=1.29, methanol).
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (KBr): 1588, 1510, 1468, 1264, 1140.
80(b) 2-[(5R)-(3,4-Dichlorophenyl)-3-(3,4-dimethoxybenzenesulfonyl)oxazolidin-5-yl]ethanol methanesulfonate
1.19 g (2.06 mmole) of 2-[(5R)-(3,4-dichlorophenyl)-3-(3,4-dimethoxybenzenesulfonyl)oxazolidin-5-yl]ethanol t-butyldimethylsilyl ether [prepared as described in step (a) above] were dissolved in 20 ml of a 3:3:1 by volume mixture of acetic acid, tetrahydrofuran and water, and the resulting mixture was then heated at 80.degree. C. for 2 hours under a nitrogen atmosphere. At the end of this time, the reaction mixture was then neutralised with a saturated aqueous solution of sodium hydrogencarbonate and extracted with ethyl acetate. The organic extract was dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was dissolved in 10 ml of pyridine. 23 mg (0.19 mmole) of 4-dimethylaminopyridine and 0.22 ml (2.84 mmole) of methanesulfonyl chloride were then added to the resulting solution, whilst ice-cooling. The mixture was then stirred for 2 hours at 0.degree. C. under a nitrogen atmosphere. At the end of this time, the reaction mixture was poured into 200 ml of ice-cooled 10% w/v aqueous hydrochloric acid, and then extracted with ethyl acetate. The organic extract was washed with a saturated aqueous solution of sodium chloride and then dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was purified by silica gel column chromatography, using a gradient elution method, with mixtures of hexane and ethyl acetate ranging from 2:1 to 1:2 by volume as the eluent, to give 992 mg of the title compound as white crystals.
[.alpha.].sub.D.sup.24 -3.80 (c=0.5, methanol).
Nuclear Magnetic Resonance Spectrum (400 MHz, CDCl.sub.3) .delta.ppm:
7.33 (1H, doublet, J=8.6 Hz);
7.30 (1H, doublet of doublets, J=8.6 & 2.1 Hz);
7.14 (1H, doublet, J=2.2 Hz);
7.11 (1H, doublet, J=2.1 Hz);
6.92 (1H, doublet of doublet, J=8.7 & 2.2 Hz);
6.80 (1H, doublet, J=8.7 Hz);
5.08 (1H, doublet, J=5.7 Hz);
4.98 (1H, doublet, J=5.7 Hz);
4.11 (1H, multiplet);
3.94 (3H, singlet);
3.86 (3H, singlet);
3.82 (1H, multiplet);
3.70 (2H, AB-quartet, J=11.3 Hz, .DELTA..delta.=0.08 ppm);
2.88 (3H, singlet);
2.16 (2H, multiplet).
Mass spectrometric analysis (FAB) m/z: 540 (M+H).sup.+
80(c) 1-{2-[(5R)-(3,4-Dichlorophenyl)-3-(3,4-dimethoxybenzenesulfonyl)oxazolidin-5-yl]ethyl}spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide
105 mg (0.19 mmole) of 2-[(5R)-(3,4-dichlorophenyl)-3-(3,4-dimethoxybenzenesulfonyl)oxazolidin-5-yl]ethanol methansulfonate [prepared as described in step (b) above], 55 mg (0.21 mmole) of spiro[benzo[c]thiophene-1(3H),4'-piperidine]-(2S)-oxide hydrochloride (prepared as described in preparation 6), 49 mg (0.58 mmole) of sodium hydrogencarbonate, and 48 mg (0.29 mmole) of potassium iodide were suspended in 2 ml of anhydrous dimethylformamide. The resulting mixture was then heated at 80.degree. C. for 8 hours under a nitrogen atmosphere. At the end of this time, the reaction mixture was poured into 10 ml of a saturated aqueous solution of sodium chloride and extracted with ethyl acetate. The organic extract was dried over anhydrous magnesium sulfate, and the solvent was removed by distillation under reduced pressure. The resulting residue was purified by silica gel column chromatography, using a gradient elution method, with mixtures of methylene chloride and methanol ranging form 40:1 to 20:1 by volume as the eluent, and then crystallized from diisopropyl ether, to give 82 mg of the title compound as white crystals.
HPLC analysis
Column: YMC-Pact ODS-A (250.times.2.4 mm.phi.)
Eluent: CH.sub.3 CN:H.sub.2 O=40:60, 0.1% AcONH.sub.4
Flow rate: 1.0 ml/min
Retention time: 21.4 min
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (KBr): 1674, 1587, 1509, 1469, 1350, 1264, 1155, 1140, 1039.
Mass spectrometric analysis (FAB) m/z: 665 (M+H).sup.+
EXAMPLE 81
1-{2-[(2R)-(3,4-Dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}-1-methylspiro[benzo[c]thiophene-1(3H),4'-piperidinium]-(2S)-oxide iodide (the methyl iodide salt of Compound No. 3-42)
300 mg (0.45 mmole) of 1-{2-[(2R)-(3,4-dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl}spiro[benzo[c]thiophene-1-(3H),4'-piperidine]-(2S)-oxide (prepared as described in Example 76) were dissolved in 3 ml of acetonitrile, and 30 .mu.l (0.48 mmole) of methyl iodide were added to the resulting solution. The mixture was then sitted overnight at room temperature under a nitrogen atmosphere. At the end of this time, the solvent was removed by distillation under reduced pressure. The resulting residue was crystallized from diisopropyl ether, to give 312 mg of the title compound as pale-yellow crystals.
[.alpha.].sub.D.sup.24 +42.0 (c=1.0, methanol).
HPLC analysis
Column: YMC-Pack ODS-A (250.times.4.6 mm.phi.)
Eluent: CH.sub.3 CN:H.sub.2 O=40:60, 0.1% AcONH.sub.4
Flow rate: 1.0 ml/min
Retention time: 9.9 min
Infrared absorption spectrum .nu..sub.max cm.sup.-1 (KBr): 3444, 1632, 1584, 1464, 1126.
Mass spectrometric analysis (FAB) m/z: 687 (free form, M.sup.+)
Elemental analysis:
Calculated for C.sub.35 H.sub.41 N.sub.2 O.sub.6 SCl.sub.2 I: C: 51.54%; H: 5.07%; N: 3.44%; S: 3.93%; Cl: 8.69%; I: 15.56%. Found: C: 51.14%; H: 5.39%; N: 3.42%; S: 4.01%; Cl: 8.50%; I: 15.96%.

Number	Date	Country
7-313828	Dec 1995	JPX
7-336369	Dec 1995	JPX
8-296869	Nov 1996	JPX

Number	Name	Date
5236921	Emonds-Ai et al.	Aug 1993
5317020	Emonds-Alt et al.	May 1994
5340822	Emonds-Alt et al.	Aug 1994
5350852	Emonds-Alt et al.	Sep 1994
5411971	Emonds-Alt et al.	May 1995
5641777	Emonds-Alt et al.	Jun 1997

Heterocyclic compounds having tachykinin receptor antagonist activity their preparation and their use

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