OPTICAL RESOLUTION OF CARBOXYLIC ACID HAVING ASYMMETRIC CARBON AT ALPHA POSITION

Japanese Patent JP3757454

B2

PROBLEM TO BE SOLVED: To optically resolve carboxylic acids having an asymmetric carbon at α-position by using 1S,3R,4R,6R-carane-3,4-diol.
SOLUTION: A carboxylic acid having an asymmetric carbon at α-position or its reactive derivative (e.g. cis-2,2-dimethyl-3-(2-methyl-1-propenyl) cyclopropane carboxylic acid) is subjected to esterifying reaction together with 1S,3R,4R,6R-carane-3,4-diol of formula I to obtain a diastereomer mixture of an ester compound of formula II (R is a residue after removed of a carboxyl in a carboxylic acid having an asymmetric carbon at α-position). The mixture is separated to respective diastereomer by chromatography or a priority crystallization, etc., and one or each of the resultant diastereomer is hydrolyzed to perform an optical resolution. The resultant optically active carboxylic acid having an asymmetric carbon at α-position is useful as an anti-inflammatory agent, an insecticide, a herbicide or their synthetic intermediate, and an optical resolving agent.

JP2002080470	METHOD OF PRODUCING CRYSTALLINE EPOXIDE
JPH0276838	PRODUCTION OF (AS)-AND (AR)-1,1'-BINAPHTHYL-2,2'-DICARBOXYLIC ACID
JP2003515578	[Title of Invention] New Manufacturing Method

Keisuke Watanabe
Noritada Matsuo

JP2509596A

March 22, 2006

February 13, 1996

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Sumitomo Chemical Co., Ltd.

C07B57/00; C07C61/37; C07C51/487; C07C51/493; C07C61/35; C07C61/40; C07C67/08; C07C67/14; C07C69/612; C07C69/65; C07C69/747; C07C69/92; (IPC1-7): C07C61/35; C07B57/00; C07C51/487; C07C67/08; C07C67/14; C07C69/612; C07C69/65; C07C69/747; C07C69/92; //C07M7:00

JP6025952A
JP6322051A
JP4933197A
JP2134A
JP374347A

Takashi Kuboyama

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