Process for preparing (2S,3R)-3-alkyl-phenylglycidic acid esters

Details Process for preparing (2S,3R)-3-alkyl-phenylglycidic acid esters Process for preparing (2S,3R)-3-alkyl-phenylglycidic acid esters

1992-08-10

1995-01-03

Robinson, Douglas W.

Chemistry: molecular biology and microbiology

Process of utilizing an enzyme or micro-organism to destroy...

Resolution of optical isomers or purification of organic...

435874, 435880, 435921, 435931, 435939, C12P 4100, C12N 100

Patent

active

053786270

ABSTRACT:
A process for preparing optically active 3-phenylglycidic acid esters comprising reacting a racemic trans-3-phenylglycidic acid with an alkanol in the presence of a hydrolase to esterify preferentially either (2S, 3R) isomer or (2R, 3S) isomer of said racemic compound and isolating and collecting the resulting optically active 3-phenylglycidic acid ester from the reaction mixture, whereby the optically active ester can be produced in a single step and in a highly pure form. The optically active 3-phenylglycidic acid esters are useful for the preparation of 1,5-benzothiazepine derivatives having pharmacological activities such as platelet aggregation inhibitory activity.

REFERENCES:
Kirchner G. et al., J. Am. Chem. Soc. 107:7072-76 (1985).
Baratti J. et al., Proc World Conf Emerging Technol Fats Oils Ind eds Baldwin, Am Oil Chem. pp. 355-358 (1985).
Chemical Abstracts 115:134224 (1991).

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