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Preparation the Key Intermediate of Angiotensin‐Converting Enzyme (ACE) Inhibitors: High Enantioselective Production of Ethyl ( R )‐2‐Hydroxy‐4‐Phenylbutyrate with Candida boidinii CIOC21
Author(s) -
Chen Yongzheng,
Lin Hui,
Xu Xiaoying,
Xia Shiwen,
Wang Lixin
Publication year - 2008
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200700420
Subject(s) - enantioselective synthesis , chemistry , phenylbutyrate , enzyme , angiotensin converting enzyme , fermentation , organic chemistry , biochemistry , stereochemistry , catalysis , medicine , blood pressure , radiology , endocrinology
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.