Claims
- 1. A process for producing an optically active (+)-cis-cyclopropane carboxylic acid or derivatives thereof, which comprises allowing a (.+-.)-cis-cyclopropane carboxylic acid ester represented by formula (IV), ##STR14## wherein X is selected from the group consisting of a chlorine atom, a bromine atom, a methyl group, and a trifluoromethyl group, and R is selected from the group consisting of a C.sub.1 -C.sub.4 alkyl group and a C.sub.1 -C.sub.4 alkyl group substituted with a halogen atom, to react with a microorganism selected from the group consisting of
- ______________________________________Rhodosporidium toruloides IFO-0559,Rhodosporidium toruloides IFO-0871,Rhodosporidium toruloides IFO-8766,Rhodotorula glutinis IFO-1501,Hansenula anomala var. ciferii IFO-0994,Torulopsis candida IFO-0768,Arthrobacter citreus IFO-12957,Pseudomonas putida IFO-12996,Escherichia coli IFO-13168,Bacillus licheniformis IFO-12195,Flavobacterium capsulatum IFO-12533,Achromobacter lyticus ATTC-21456,Thizomucor pusillus IFO-9856,Flammulina velutipes IFO-7046,Geotrichum candidum IFO-4597,Dipodascus uninucleatus ATTC-14626,Beauveria bassiana ATTC-26037,Metschnikowia pulcherrima IFO-0561,Kluyveromyces lactis IFO-1090,Frateuria aurantia IFO-3247, andKlebsiella pneumoniae IFO-12059,______________________________________
- or an esterase produced thereby which can selectively and asymmetrically hydrolyze a (.+-.)-cis-cyclopropane carboxylic acid ester of formula (IV), to produce an optically active (+)-cis-cyclopropane carboxylic acid or derivatives thereof represented by formula (III), ##STR15## wherein X is as above, and R' is selected from the group consisting of hydrogen atom and a metal ion, and a (-)-cis-cyclopropane carboxylic acid ester of formula (IV), and then recovering said optically active (+)-cis-cyclopropane carboxylic acid or derivatives thereof represented by formula (III).
- 2. A process for producing a (+)-cis-cyclopropane carboxylic acid or derivatives thereof represented by formula (V), ##STR16## wherein R' is selected from the group consisting of a hydrogen atom and a metal ion, which comprises allowing a (.+-.)-cis-cyclopropane carboxylic acid ester of formula (VI), ##STR17## wherein R is selected from the group consisting of a C.sub.1 -C.sub.4 alkyl group and a C.sub.1 -C.sub.4 alkyl group substituted by a halogen atom, to react with Arthrobacter globiformis IFO-12958 or an esterase produced thereby which can perform this hydrolysis, and then recovering said (+)-cis-cyclopropane carboxylic acid or derivatives thereof represented by formula (V).
- 3. A process for producing a (+)-trans-2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropane carboxylic acid or salts thereof, which comprises allowing a (.+-.)-2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropane carboxylic acid ester represented by formula (VIII), ##STR18## wherein R is selected from the group consisting of a C.sub.1 -C.sub.4 alkyl group and a C.sub.1 -C.sub.4 alkyl group substituted with a halogen atom, to react with Arthrobacter globiformis IFO-12958 or an esterase produced thereby which can perform this hydrolysis, to asymmetrically hydrolyze said ester thereby forming said (+)-trans-2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropane carboxylic acid salts thereof and the ester of its diastereomer, and then recovering said (+)-trans-2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropane carboxylic acid or salts thereof.
Priority Claims (2)
Number |
Date |
Country |
Kind |
61-89803 |
Apr 1986 |
JPX |
|
61-95444 |
Apr 1986 |
JPX |
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Parent Case Info
This application is a continuation of application Ser. No. 07/143,848 filed on Dec. 16, 1987 which is now abandoned.
PCT Information
Filing Document |
Filing Date |
Country |
Kind |
102e Date |
371c Date |
PCT/JP87/00244 |
4/16/1987 |
|
|
12/16/1987 |
12/16/1987 |
Publishing Document |
Publishing Date |
Country |
Kind |
WO87/06269 |
10/22/1987 |
|
|
US Referenced Citations (2)
Number |
Name |
Date |
Kind |
4607013 |
Mitsuda et al. |
Aug 1986 |
|
4985364 |
Hildebrand et al. |
Jan 1991 |
|
Foreign Referenced Citations (4)
Number |
Date |
Country |
0164573 |
Dec 1985 |
EPX |
3418374 |
Nov 1985 |
DEX |
9210892 |
Nov 1984 |
JPX |
0199393 |
Oct 1985 |
JPX |
Non-Patent Literature Citations (4)
Entry |
Chemical Abstracts 102:202608q (Jun. 1985). |
Chemical Abstracts 104:184884m (May 1986). |
Tetrahedron Letters, vol. 26, pp. 407-410 (1985). |
Angew. Chem. Int. Ed. Engl., vol. 23, pp. 67-68 (1984). |
Continuations (1)
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Number |
Date |
Country |
Parent |
143848 |
Dec 1987 |
|