Claims
- 1. A compound of the formula: ##STR14## wherein A is amino, acrylamino selected from the group consisting of
- (1) C.sub.1 -C.sub.10 alkanoylamino,
- (2) C.sub.1 -C.sub.5 haloalkanoylamino,
- (3) azidoacetamido,
- (4) cyanoacetamido,
- (5) acylamino of the formula Ar--CQQ'--CONH--, wherein Q and Q' each are hydrogen or methyl, Ar is phenyl or dihydrophenyl, which phenyl and dihydrophenyl may be monosubstituted by C.sub.1 -C.sub.5 alkyl, trifluoromethyl, cyano, aminomethyl, protected carboxymethylthio, hydroxy, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.10 alkanoyloxy, chlorine, bromine, iodine, fluorine, or nitro,
- (6) 2-sydnon-3-acetamido,
- (7) (4-pyridon-1-yl)-acetamido,
- (8) acylamino of the formula Ar--G--CQQ'--CONH--, wherein Ar, Q, and Q' are the same as defined above and G is oxygen or sulfur,
- (9) acylamino of the formula ##STR15## wherein Ar is the same as defined above and T is hydroxy, carboxy, C.sub.2 -C.sub.7 alkoxycarbonyl, C.sub.8 -C.sub.15 aralkoxycarbonyl, C.sub.7 -C.sub.12 aryloxycarbonyl, C.sub.1 -C.sub.7 alkanoyloxy, C.sub.1 -C.sub.3 alkoxy, cyano, carbamoyl, sulfo or C.sub.1 -C.sub.7 alkoxysulfonyl,
- (10) acylamino of the formula ##STR16## wherein Ar is the same as defined above and W and W' are, respectively, (i) hydrogen, (ii) C.sub.2 -C.sub.7 alkoxycarbonyl, (iii) C.sub.3 -C.sub.10 cycloalkyl-(C.sub.2 -C.sub.3)alkoxycarbonyl, (iv) C.sub.5 -C.sub.8 cycloalkoxycarbonyl, (v) C.sub.1 -C.sub.4 alkylsulfonyl-(C.sub.1 -C.sub.4)alkoxycarbonyl, (vi) halo(C.sub.1 -C.sub.3)alkoxycarbonyl, (vii) C.sub.8 -C.sub.15 aralkoxycarbonyl, (viii) C.sub.1 -C.sub.10 alkanoyl or (ix) C.sub.7 -C.sub.15 aroyl, which groups (ii) through (ix) are unsubstituted or monosubstituted by hydroxy, C.sub.1 -C.sub.10 alkanoyloxy, halogen, C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.3 hydroxyalkyl or trifluoromethyl, (x) pyronecarbonyl, (xi) thiopyronecarbonyl, (xii) pyridonecarbonyl, (xiii) carbamoyl, (xiv) guanidinocarbonyl, (xv) 3-methyl-2-oxoimidazolidin-1-ylcarbonyl, (xvi) 3-methanesulfonyl-2-oxoimidazolidin-1-ylcarbonyl, (xvii) 4-methyl-2,3-dioxopiperazin-1-ylcarbonyl or (xviii) 4-ethyl-2,3-dioxopiperazin-1-ylcarbonyl, or W and W', together with the nitrogen atom to which they are attached, represent phthalimido, maleimido or an enamino of the formula ##STR17## (11) acylamino of the formula ##STR18## wherein Ar is the same as defined above and E is hydrogen or C.sub.1 -C.sub.5 alkyl,
- (12) 5-aminoadipoylamino,
- (13) N-protected 5-aminoadipoylamino,
- (14) carboxy-protected 5-aminoadipoylamino, and
- (15) acylamino of the formula L--O--CONH--, wherein L is t-butyl, 1,1-dimethylpropyl, cyclopropylmethyl, 1-methylcyclohexyl, isobutyl, 2-alkoxy-t-butyl, 2,2,2-trichloroethyl, benzyl, naphthyl, p-methoxybenzyl, pyridylmethyl or diphenylmethyl,
- diacylamino of the formula ##STR19## wherein R is a noncyclic C.sub.2 -C.sub.8 hydrocarbon radical, amino substituted by t-butyl, trityl, methylidene, benzylidene, 1-halo-2-phenylethylidene, 1-alkoxy-2-phenylethylidene, 3,5-di-t-butyl-4-hydroxybenzylidene, o-hydroxybenzylidene or trimethylsilyl, or
- a group selected from azido, isocyanato and isocyano; COB is carboxy or protected carboxy; R.sup.1 is .dbd.C(CH.sub.3).sub.2, ##STR20## .dbd.PR.sup.4.sub.3 or ##STR21## wherein R.sup.4 is alkyl, monocyclic aryl or monocyclic aralkyl; OR.sup.2 and OR.sup.3, independently of each other, represent methoxy, ethoxy, propoxy, isobutoxy, pentyloxy, cyclohexyloxy, octyloxy, benzyloxy, phenethyloxy or pyridylmethoxy, or OR.sup.2 and OR.sup.3, taken together, represent ethylenedioxy, propylenedioxy, trimethylenedioxy, phenylethylenedioxy, phenyltrimethylenedioxy or diphenylpropylenedioxy;
- Y is hydrogen or methoxy; and
- Z is hydrogen or halogen.
- 2. A compound claimed in claim 1, wherein R.sup.1 is isopropylidene.
- 3. A compound claimed in claim 1, wherein R.sup.1 is ##STR22##
- 4. A compound claimed in claim 1, wherein R.sup.1 is triarylphosphoranylidene.
- 5. A compound claimed in claim 1, wherein R.sup.1 is dialkylphosphoroyl.
- 6. A compound claimed in claim 1, wherein B is C.sub.7 -C.sub.20 aralkoxy.
- 7. A compound claimed in claim 1, wherein B is 2,2,2-trichloroethoxy.
- 8. A compound claimed in claim 1, wherein OR.sup.2 and OR.sup.3 are independently methoxy, ethoxy, propoxy, isobutoxy, pentyloxy or cyclohexyloxy.
- 9. A compound claimed in claim 1, wherein OR.sup.2 and OR.sup.3, taken together, represent ethylenedioxy, propylenedioxy or trimethylenedioxy.
- 10. A compound claimed in claim 1, namely benzyl .alpha.-[2.beta.-(2,2-dimethoxypropoxy)-3.beta.-phenylacetamido-4-oxoazetidin-1-yl]-.alpha.-isopropylideneacetate.
- 11. A compound claimed in claim 1, namely benzyl .alpha.-[2.beta.-(2,2-dimethoxy-3-bromopropoxy)-3.beta.-phenylacetamido-4-oxoazetidin-1-yl]-.alpha.-isopropylideneacetate.
- 12. A compound claimed in claim 1, namely benzyl .alpha.-[2.beta.-(2,2-diethoxypropoxy)-3.beta.-phenylacetamido-4-oxoacetidin-1-yl]-.alpha.-isopropylideneacetate.
- 13. A compound claimed in claim 1, namely benzyl .alpha.-[2.beta.-(2,2-diethoxy-3-bromopropoxy)-3.beta.-phenylacetamido-4-oxoazetidin-1-yl]-.alpha.-isopropylideneacetate.
- 14. A compound claimed in claim 1, namely diphenylmethyl .alpha.-[2.beta.-(2,2-dimethoxy-3-bromopropoxy)-3.beta.-phenylacetamido-4-oxo-azetidin-1-yl]-.alpha.-isopropylideneacetate.
- 15. A compound claimed in claim 1, namely diphenylmethyl .alpha.-[2.beta.-(2,2-dimethoxypropoxy)-3.beta.-phenylacetamido-4-oxoazetidin-1-yl]-.alpha.-isopropylideneacetate.
- 16. A compound claimed in claim 1, namely diphenylmethyl .alpha.-[2.beta.-(2,2-diethoxy-3-bromopropoxy)-3.beta.-phenylacetamido-4-oxoazetidin-1-yl]-.alpha.-isopropylideneacetate.
- 17. A compound claimed in claim 1, namely diphenylmethyl .alpha.-[2.beta.-(2,2-diethoxypropoxy)-3.beta.-phenylacetamido-4-oxoazetidin-1-yl]-.alpha.-isopropylideneacetate.
- 18. A compound claimed in claim 1, namely methyl .alpha.-[2.beta.-(2,2-diethoxypropoxy)-3.beta.-phenoxyacetamido-4-oxoazetidin--yl]-.alpha.-isopropenylacetate.
- 19. A compound claimed in claim 1, namely 2,2,2-trichloroethyl .alpha.-[2.beta.-(2,2-propylenedioxypropoxy)-3.beta.-benzyloxycarbonamido-3.alpha.-methoxy-4-oxoazetidin-1-yl]-.alpha.-triphenylphosphoranylideneacetate.
- 20. A compound claimed in claim 1, namely benzyl .alpha.-[2.beta.-(2,2-dipropoxypropoxy)-3.beta.-(.alpha.-phenyl-.alpha.-benzyloxycarbonylacetamido)-3.alpha.-methoxy-4-oxoazetidin-1-yl]-.alpha.-diethylphosphoroylacetate.
- 21. A compound claimed in claim 1, namely methyl .alpha.-[2.beta.-(3-chloro-2,2-diethoxypropoxy)-3.beta.-phenoxyacetamido-4-oxoazetidin-1-yl]-.alpha.-isopropenylacetate.
- 22. A compound claimed in claim 1, namely 2,2,2-trichloroethyl .alpha.-[2.beta.-(3-bromo-2,2-propylenedioxypropoxy)-3.beta.-benzyloxycarbonylamino-3.alpha.-methoxy-4-oxoazetidin-1-yl]-.alpha.-triphenylphosphoranylideneacetate.
- 23. A compound claimed in claim 1, wherein R.sup.4 is methyl, ethyl, cyanoethyl, ethoxyethyl, propyl, chloropropyl, isobutyl, pentyl, cyclohexyl, octyl, phenyl, tolyl, benzyl or phenethyl.
Priority Claims (1)
Number |
Date |
Country |
Kind |
51-90690 |
Jul 1976 |
JPX |
|
Parent Case Info
This is a division of application Ser. No. 819,505, filed July 26, 1977, now abandoned.
Non-Patent Literature Citations (1)
Entry |
Yoshioka et al., Chem. Abs., 88, 169941k, (1978). |
Divisions (1)
|
Number |
Date |
Country |
Parent |
819505 |
Jul 1977 |
|