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

Preparation the key intermediate of angiotensin-converting enzyme (ACE) inhibitors:: High enantioselective production of ethyl (R)-2-hydroxy-4-phenylbutyrate with Candida boidinii CIOC21
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DOI:
10.1002/adsc.200700420
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发表时间:
2008-02-01
影响因子:
5.4
通讯作者:
Wang, Lixin
Wang, Lixin
中科院分区:
化学2区
文献类型:
--
作者:
Chen, Yongzheng;Lin, Hui;Wang, Lixin

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利用40株不同分类群的微生物催化2-氧代苯丁酸乙酯的不对称还原反应,合成了相应的2-羟基-4-苯丁酸乙酯。几种微生物导致超过99%ee的(S)-2-羟基-4-苯基丁酸乙酯。特别是首次发现博伊丁假丝酵母CIOC 21可以在纯水介质中高效地对映选择性合成血管紧张素转换酶(ACE)抑制剂的关键中间体(R)-2-羟基-4-苯基丁酸乙酯,ee值为99%。
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.