4.7 Article

Preparation the key intermediate of angiotensin-converting enzyme (ACE) inhibitors:: High enantioselective production of ethyl (R)-2-hydroxy-4-phenylbutyrate with Candida boidinii CIOC21

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 350, Issue 3, Pages 426-430

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200700420

Keywords

ACE inhibitors; bioreduction; Candida boidinii; ethyl (R)-2-hydroxy-4-phenylbutyrate; Saccharomyces cerevisiae

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Forty microorganisms belonging to different taxonomical groups were used to catalyze the enantioselective reduction of ethyl 2-oxophenylbutyrate to afford the corresponding ethyl 2-hydroxy-4-phenylbutyrate. Several microorganisms led to over 99% ee of ethyl (S)-2-hydroxy-4-phenylbutyrate. Especially, we firstly found that the Candida boidinii CIOC21 could be effectively used for the enantioselective preparation the ethyl (R)-2-hydroxy-4-phenylbutyrate in pure aqueous medium with 99% ee, a key intermediate in the production of angiotensin-converting enzyme (ACE) inhibitors.

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