Asymmetric Bioreduction of 3,5-Bis（trifluoromethyl） Acetophenone to Its Corresponding Alcohol by Candida troplcalis  

作　　者：王普 苏会贞 孙立明 何军邀 白亚萍 

机构地区：[1]College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou 310014, China [2]Zhejiang Pharmaceutical College, Ningbo 315100, China

出　　处：《Chinese Journal of Chemical Engineering》2011年第6期1028-1032,共5页中国化学工程学报（英文版）

基　　金：Supported by the National＇Natural Science Foundation of China （21076193） and Foundation of Zhejiang Key Developing Discipline of Pharmacy （20100609）.

摘　　要：(S)-3,5-bistrifluoromethylphenyl ethanol is a key chiral intermediate for the synthesis of NK-1 receptor antagonists. Enantioselective synthesis of (S)-3,5-bistrifluoromethylphenyl ethanol was successfully performed in high enantiomeric excess (e.e.) through asymmetric reduction of 3,5-bis(trifluoromethyl) acetophenone catalyzed by Candida tropicalis 104 cells. The influence of some key reaction parameters such as substrate concentration, co-substrate and its concentration, biomass and reaction time was examined, respectively. The results showed that these factors obviously influence the yield, but the optical purity of the prepared product remains intact. The opti-mum conditions for the preparation of (S)-3,5-bistrifluoromethylphenyl ethanol were found to be as follows: sub-strate concentration 50 mmol?L?1; 50 g·L-1 of maltose as co-substrate; wet cell concentration 300 g·L-1; reaction for 30 h. Under above optimal conditions, the maximum yield for (S)-3,5-bistrifluoromethylphenyl ethanol reached 70.3% with 100% of product e.e.（S）-3,5-bistrifluoromethylphenyl ethanol is a key chiral intermediate for the synthesis of NK-1 receptor antagonists. Enantioselective synthesis of （S）-3,5-bistrifluoromethylphenyl ethanol was successfully performed in high enantiomeric excess （e.e.） through asymmetric reduction of 3,5-bis（trifluoromethyl） acetophenone catalyzed by Candida tropicalis 104 cells. The influence of some key reaction parameters such as substrate concentration, co-substrate and its concentration, biomass and reaction time was examined, respectively. The results showed that these factors obviously influence the yield, but the optical purity of the prepared product remains intact. The opti-mum conditions for the preparation of （S）-3,5-bistrifluoromethylphenyl ethanol were found to be as follows： sub-strate concentration 50 mmol？L？1; 50 g·L^-1 of maltose as co-substrate; wet cell concentration 300 g·L^-1; reaction for 30 h. Under above optimal conditions, the maximum yield for （S）-3,5-bistrifluoromethylphenyl ethanol reached 70.3% with 100% of product e.e.

关 键 词：Candida tropicalis asymmetric reduction ENANTIOSELECTIVITY 3 5-bis（trifluoromethyl） acetophenone （S）-3 5-bistrifluoromethylphenyl ethanol 

分 类 号：O625.42[理学—有机化学] Q75[理学—化学]