Enantioselective synthesis of （1S,4R）-N-（benzylcarbamoyl）- 4-aminocyclopent-2-en-l-ol by Candida antarctica lipase B

Enantioselective synthesis of （1S,4R）-N-（benzylcarbamoyl）- 4-aminocyclopent-2-en-l-ol by Candida antarctica lipase B

An efficient biocatalytic process has been developed to obtain optically pure （1S,4R）-N-（benzylcarba- moyl）-4-aminocyclopent-2-en-l-ol which can be used as the key intermediate of ticagrelor. In this research, several N-（benzylcarbamoyl）-4-aminocyclopent-2-en-1-ol derivatives have been investigated...

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Veröffentlicht in:中国化学快报：英文版 2015 (11), p.1431-1434
1. Verfasser: Hui-Jiao Wen Qing Chen Guo-Jun Zheng
Format: Artikel
Sprache:eng
Schlagworte:
不对称合成
催化过程
光学纯
南极
对映体过量
水解反应
衍生物
酵母脂肪酶
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description An efficient biocatalytic process has been developed to obtain optically pure （1S,4R）-N-（benzylcarba- moyl）-4-aminocyclopent-2-en-l-ol which can be used as the key intermediate of ticagrelor. In this research, several N-（benzylcarbamoyl）-4-aminocyclopent-2-en-1-ol derivatives have been investigated in which Candida antarctica lipase B （CALB） was used to catalyze the asymmetric hydrolysis reaction. As expected, some of these substrates successfully gave （l$,4R）-N-（benzylcarbamoyl）-4-aminocyclopent- 2-en-l-ol in 〉98% enantiomeric excess （ee） with conversion yields up to 45%.
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In this research, several N-（benzylcarbamoyl）-4-aminocyclopent-2-en-1-ol derivatives have been investigated in which Candida antarctica lipase B （CALB） was used to catalyze the asymmetric hydrolysis reaction. 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subjects 不对称合成
催化过程
光学纯
南极
对映体过量
水解反应
衍生物
酵母脂肪酶
title Enantioselective synthesis of （1S,4R）-N-（benzylcarbamoyl）- 4-aminocyclopent-2-en-l-ol by Candida antarctica lipase B
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