Enantioselective synthesis of L-carnitine and acetyl-L-carnitine hydrochlorides

被引：0
|
作者：
Cheng, Qing-Fang [1 ]
Xu, Xing-You
Li, Yan-Hui
Wang, Jian
Yao, Yong
机构：
[1] Huaihai Inst Technol, Dept Chem Technol, Lianyungang 222005, Peoples R China
[2] Nanjing Univ Sci & Technol, Mat Chem Lab, Nanjing 210094, Peoples R China
[3] Jiangsu Zhengda Tianqing Pharmaceut Co Ltd, Lianyungang 222006, Peoples R China
来源：
CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 26卷 / 07期
关键词：
L-carnitine hydrochloride; acetyl-L-carnitine; chiral oxazaborolidine; asymmetric reduction;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The enantioselective synthesis of L-carnitine and acetyl-L-carnitine hydrochlorides was described. The asymmetric reduction of ethyl gamma-chloroacetoacetate catalyzed by chiral oxazaborolidines enantioselectively gave ethyl R-3-hydroxy-4-chlorobutyrate in good yield and enantioselectivity. In following two steps, such an ester was converted into L-carnitine hydrochloride in 68.3% overall yield with 94.6% ee and acetyl-L-carnitine hydrochloride in 62.6% overall yield with 96.8% ee. Some factors effecting the yield and the enantioselectivity of asymmetric reduction of ethyl gamma-chloroacetoacetate were investigated.
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收藏
页码：946 / 949
页数：4
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