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Study on the Stereoselective Synthesis of Carbapenem Sidechain (2S,4S)-4-Acetylsulphanyl-2-[(S)-1-phenylethylcarbamoyl]-pyrrolidine-1-carboxylic Acid 4-Nitrobenzyl Ester

Study on the Stereoselective Synthesis of Carbapenem Sidechain (2S,4S)-4-Acetylsulphanyl-2-[(S)-1-phenylethylcarbamoyl]-pyrrolidine-1-carboxylic Acid 4-Nitrobenzyl Ester

作     者:Qian LIU Gang FANG Li Ping WU Jian Mei CUI Xiao Tian LIANG Song WU Institute of Materia Medica, Peking Union Medical College & Chinese Academy of Medical Sciences, Beijing 100050 

作者机构:Institute of Materia Medica Peking Union Medical College Chinese Academy of Medical Sciences Beijing 100050 China 

出 版 物:《Chinese Chemical Letters》 (中国化学快报(英文版))

年 卷 期:2004年第15卷第12期

页      面:1395-1396页

核心收录:

学科分类:081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

主  题:Stereoselective synthesis carbapenem sidechain acylation. 

摘      要:A stereoselective and economic synthesis of the carbapenem sidechain (2S, 4S)-4-ace-tylsulphanyl-2-[(S)1-phenylethyl-carbamoyl] pyrrolidine-1-carboxylic acid 4-nitrobenzylester was developed. Due to the effect of spatial hindrance, only the (2S,4S) diastereomer 3 wasobtained by coupling 1 and the inexpensive racemic 2 catalyzed by EEDQ.

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