Asymmetric synthesis of (+)-(11R,12S)-mefloquine hydrochloride

被引：21

作者：

Xie Zhi-Xiang ^{[1
]}

Zhang Lu-Zhong ^{[1
]}

Ren Xiao-Juan ^{[1
]}

Tang Shi-Yang ^{[1
]}

Li Yang ^{[1
]}

机构：

[1] Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

来源：

CHINESE JOURNAL OF CHEMISTRY | 2008年 / 26卷 / 07期

关键词：

mefloquine; antimalarial drug; proline-catalyzed; Beckmann rearrangement; asymmetric synthesis;

D O I：

10.1002/cjoc.200890231

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The asymmetric synthesis of (+)-(11R,12S)-mefloquine hydrochloride, an antimalarial drug, was accomplished from commercially available 2-trifluoromethylaniline, ethyl 4,4,4-trifluoroacetoacetate and cyclopentanone in 7 steps with a 14% overall yield. The key steps were proline-catalyzed asymmetric direct aldol reaction and Beckmann rearrangement. The absolute configuration was assigned by a Mosher's method.

引用

页码：1272 / 1276

页数：5

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