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filingDate 1995-06-07-04:00^^<http://www.w3.org/2001/XMLSchema#date>
grantDate 1997-08-19-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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publicationDate 1997-08-19-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber US-5658796-A
titleOfInvention Optical resolution of alkyl chroman-2-carboxylates
abstract Described herein is a process for resolving a racemic (C>3) alkyl (R, S) chroman-2-carboxylate compound useful as intermediates in the synthesis of optically pure pharmaceutical compounds is disclosed. The process utilizes a microbial enzyme derived from Serratia marcescens to catalyze the enantioselective hydrolysis of the (C>3) alkyl (S)-chroman-2-carboxylate enantiomer of the racemic mixture to its corresponding carboxylic acid at a faster rate than the R-enantiomer. An enantiomerically pure S-configured carboxylic acid is thereby formed which can undergo acidic esterification to provide an optically pure (C>3) alkyl (S)-chroman-2-carboxylate intermediate for subsequent pharmaceutical synthesis. The nonhydrolyzed (C>3) alkyl (R)-chroman-2-carboxylate enantiomer can also be isolated to provide an optically pure pharmaceutical precursor.
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