Heterocycles 35. CaL-B mediated synthesis of enantiomerically pure (R)- and (S)-ethyl 3-(2-arylthiazol-4-yl)-3-hydroxypropanoates |
| |
| Affiliation: | 1. School of Applied Chemistry and Environmental Engineering, Bengbu College, Bengbu 233030, Anhui, People''s Republic of China;2. School of Chemical Engineering, Hefei University of Technology, Hefei 230009, Anhui, People''s Republic of China;1. Department of Civil Engineering, Karaj Branch Islamic Azad University, Karaj, Iran;2. Department of Aerospace Engineering, Malek-ashtar University of Technology, Tehran, Iran;3. Department of Civil Engineering, Takestan Branch, Islamic Azad University, Takestan, Iran;1. Institute of Environmental and Analytical Sciences, College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, China;2. Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China |
| |
| Abstract: | Herein we present the lipase catalyzed synthesis of four new enantiomerically pure (R)- and (S)-ethyl 3-(2-arylthiazol-4-yl)-3-hydroxypropanoates and their butanoates by enzymatic enantioselective acylation of the racemic alcohols rac-1a–d and by ethanolysis of the corresponding racemic esters rac-2a–d mediated by lipase B from Candida antarctica (CaL-B) in organic solvents. In terms of stereoselectivity and activity, both procedures, the acylation and alcoholysis, are successful (50% conversion, E ≫ 200). The absolute configuration of the resolution products was determined by a detailed 1H NMR study of the Mosher’s derivatives of (S)-1a. |
| |
| Keywords: | |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
