Claims
- 1. A process for producing an optically active 2-hydroxy-4-arylbutyric acid of formula (III): ##STR6## wherein: R.sup.2 represents a substituted or unsubstituted aryl group having from 4 to 10 carbon atoms, and
- * represents an asymmetric carbon atom,
- which comprises the following steps:
- a) catalytically reducing the carbonyl group in the 4-position of an optically active 2-acyloxy-4-oxo-4-arylbutyric acid of formula (II): ##STR7## wherein: R.sup.1 represents a linear, branched, or cyclic aliphatic acyl group having from 2 to 7 carbon atoms, wherein the acyl group is unsubstituted or substituted with a halogen atom, or is an aromatic acyl group having from 7 to 11 carbon atoms, and
- R.sup.2 and * are as defined above; and
- b) eliminating the acyl group.
- 2. The process of claim 1, wherein the compounds of formulas (II) and (III) are (R)-isomers.
- 3. The process of claim 1, wherein the compound of formula (III) is (R)-2-hydroxy-4-phenylbutyric acid.
- 4. A process for producing an optically active 2-hydroxy-4-arylbutyric acid ester of formula (IV): ##STR8## wherein: R.sup.2 represents a substituted or unsubstituted aryl group having from 4 to 10 carbon atoms,
- R.sup.3 represents a substituted or unsubstituted linear, branched, or cyclic alkyl group having from 1 to 6 carbon atoms, or an aralkyl group having from 7 to 12 carbon atoms, and
- * represents an asymmetric carbon atom,
- which comprises the following steps:
- a) catalytically reducing the carbonyl group in the 4-position of an optically active 2-acyloxy-4-oxo-4-arylbutyric acid of formula (II): ##STR9## wherein: R.sup.1 represents a linear, branched or cyclic aliphatic acyl group having from 2 to 7 carbon atoms, wherein the acyl group is unsubstituted or substituted with a halogen atom, or is an aromatic acyl group having from 7 to 11 carbon atoms, and
- R.sup.2 and * are as defined above;
- b) eliminating the acyl group; and
- c) esterifying with a substituted or unsubstituted linear, branched, or cyclic alkyl alcohol having from 1 to 6 carbon atoms, or with an aralkyl alcohol having from 7 to 12 carbon atoms.
- 5. The process of claim 4, wherein the compounds of formulas (II) and (IV) are (R)-isomers.
- 6. The process of claim 4, wherein the compound of formula (IV) is ethyl (R)-2-hydroxy-4-phenylbutyrate.
Priority Claims (2)
Number |
Date |
Country |
Kind |
7-213431 |
Aug 1995 |
JPX |
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8-192648 |
Jun 1996 |
JPX |
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Parent Case Info
This application is a Division of application Ser. No. 08/698,730 Filed on Aug. 16, 1996, now U.S. Pat. No. 5,959,139.
Foreign Referenced Citations (4)
Number |
Date |
Country |
0 280 285 |
Aug 1988 |
EPX |
0 329 156 |
Aug 1989 |
EPX |
195 03 926 |
Aug 1996 |
DEX |
2 210 364 |
Jun 1989 |
GBX |
Non-Patent Literature Citations (3)
Entry |
Patent Abstracts of Japan, vol. 15, No. 472 (C-0889), Nov. 29, 1991, JP-A-03 200739, Sep. 2, 1991. |
Patent Abstracts of Japan, vol. 18, No. 75 (C-1163), Feb. 8, 1994, JP-A-05 286890, Nov. 2, 1993. |
Chemical Abstracts 1967:16727, Cohen et al, Casoline printout month unavailable. |
Divisions (1)
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Number |
Date |
Country |
Parent |
698730 |
Aug 1996 |
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