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US4629701A
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Process for preparing optically active carboxylic acids and antipode esters thereof
Assignee: Mitsubishi Chemical Corp
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Filing: 1984-07-02
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Granted: 1986-12-16
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Expires: 2004-07-02
Abstract
Abstract Organic carboxylic acid ester represented by the formula (II): <IMAGE> (II) wherein R1 is an alkyl, an aralkyl or an aryl group; R2 is an alkyl group; R3 is an alkyl group; n is 1 or 2, are synthesized in racemic form, and then the acid ester (II) is treated with a source containing enzyme capable of rearranging with or without asymmetrically hydrolyzing ester bond until either a d-form or 1-form optically active carboxylic acid ester represented by the formula (II) with or without the antipode acid thereof is produced.
Inventors
- 👤 Akihiro Sakimae
- 👤 Yuri Kagawa
- 👤 Ryozo Numazawa
- 👤 Hisao Onishi
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 21:45
CPC Classifications
C; C12; C12P; C12P41/00; C12P11/00
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
106 words
A process for preparing an optically active carboxylic acid represented by the formula (I): ##STR5## wherein R 1 is C 1-6 alkyl, benzyl or phenyl; R 2 is C 1-6 alkyl group; and n is 1 or 2, which comprises allowing a source containing an enzyme or microorganism capable of asymmetrically hydrolyzing an ester bond to act on an ester represented by the formula (II): ##STR6## wherein R 1 , R 2 and n have the same meanings as those mentioned above; and R 3 is C 1-6 alkyl group, said source being selected from an enzyme, cultured liquid and cells or treated cells of microoganisms.
Claim 2
Dependent Claim
106 words
A process for preparing an optically active carboxylic acid represented by the formula (I): ##STR5## wherein R 1 is C 1-6 alkyl, benzyl or phenyl; R 2 is C 1-6 alkyl group; and n is 1 or 2, which comprises allowing a source containing an enzyme or microorganism capable of asymmetrically hydrolyzing an ester bond to act on an ester represented by the formula (II): ##STR6## wherein R 1 , R 2 and n have the same meanings as those mentioned above; and R 3 is C 1-6 alkyl group, said source being selected from an enzyme, cultured liquid and cells or treated cells of microoganisms.
Claim 3
Dependent Claim
123 words
A process for preparing either a d-form of 1-form optically active carboxylic acid ester represented by the formula (II): ##STR7## wherein R 1 is C 1-6 alkyl, benzyl or phenyl; R 2 is C 1-6 alkyl group; and n is 1 or 2, with or without the antipode acid thereof, which comprises allowing a source containing an enzyme or microorganism capable of rearranging with or without asymmetrically hydrolyzing an ester bond to act on a carboxylic acid ester represented by the formula (II): ##STR8## wherein R 1 , R 2 and n are the same as those defined above and R 3 is C 1-6 alkyl group, said source being selected from an enzyme, cultured liquid and cells or treated cells of microorganisms.
Claim 4
Dependent Claim
123 words
A process for preparing either a d-form of 1-form optically active carboxylic acid ester represented by the formula (II): ##STR7## wherein R 1 is C 1-6 alkyl, benzyl or phenyl; R 2 is C 1-6 alkyl group; and n is 1 or 2, with or without the antipode acid thereof, which comprises allowing a source containing an enzyme or microorganism capable of rearranging with or without asymmetrically hydrolyzing an ester bond to act on a carboxylic acid ester represented by the formula (II): ##STR8## wherein R 1 , R 2 and n are the same as those defined above and R 3 is C 1-6 alkyl group, said source being selected from an enzyme, cultured liquid and cells or treated cells of microorganisms.
Claim 5
Dependent Claim
17 words
A process according to claim 1 or 2, wherein the enzymes are lipase, esterase, α-chymotrypsin or pancreatin.
Claim 6
Dependent Claim
20 words
A process according to claim 1 or 2, wherein the microorganisms are yeasts selected from Torulopsis, Rhodotorula, Candida or Saccharomyces.
Claim 7
Dependent Claim
26 words
A process according to claim 1 or 2, wherein the microorganisms are fungi selected from such Mucor, Rhizopus, Aspergillus, Trichoderma, Penicillium, Botrytis, Chaetomium, Cladosporium or Ophiobolus.
Claim 8
Dependent Claim
27 words
A process according to claim 1 or 2, wherein the microorganisms are bacteria selected from Bacillus, Pseudomonas, Escherichia, Staphylococcus, Alcaligenes, Brevibacterium, Enterobacter, Chromobacterium, Arthrobacter, Microbacterium or Agrobacterium.
Claim 9
Dependent Claim
19 words
A process according to claim 1 or 2, wherein the microorganisms are Actinomycetes selected from Mycobacterium, Nocardia or Streptomyces.
References Cited (Backward Citations)
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