Patent · US Expired

Enzymatic hydrolysis of glycidate esters in the presence of bisulfite anion

US5274300A · kind A · utility

6Cited by
1References
106Claims
0Family size

Assignee

Inventors

Key dates

Filing dateFeb 10, 1989
Grant dateDec 28, 1993
Priority date
Expiry dateFeb 10, 2009

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC12P41/005
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

This invention relates to a method for the production of (2R,3S)-3-(4-methoxyphenyl)glycidic acids and esters thereof, which are synthetic intermediates for the production of the calcium antagonist diltiazem. The method involves the stereoselective enzymatic ester hydrolysis of racemic trans-3-(4-methoxyphenyl)glycidic acid ester to yield the resolved 2R,3S compound as the ester. Membrane reactor methods and apparatus for the conduct of this enzymatic resolution process are also disclosed herein, as is the use of bisulfite anion in the aqueous reaction phase as a means of minimizing the inhibitory effect of an aldehyde reaction by-product on the reaction's progress.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.