| 不对称合成(+)-(11R, 12S)-盐酸甲氟喹 |
| |
| 引用本文： | 谢志翔,张鲁中,任小娟,唐仕阳,李瀛.不对称合成(+)-(11R, 12S)-盐酸甲氟喹[J].中国化学,2008,26(7):1272-1276. |
| |
| 作者姓名： | 谢志翔 张鲁中 任小娟 唐仕阳 李瀛 |
| |
| 作者单位： | 功能有机分子化学国家重点实验室，化学化工学院，兰州大学, 兰州 730000 |
| |
| 摘 要： | 疟疾药物、(+)-(11R, 12S)-盐酸甲氟喹的不对称合成，由购买得到的2－三氟甲基苯胺、三氟乙酰乙酸乙酯，环戊酮为起始原料经过7步反应以14％的收率得到。关键步骤为脯氨酸催化的不对称aldol反应和贝克曼重排，绝对构型由Mosher的方法确定。
|
| 关 键 词： | 盐酸甲氟喹、不对称合成、脯氨酸催化、贝克曼重排 |
| 收稿时间： | 2007-11-5 |
| 修稿时间： | 2007-12-14 |
Asymmetric Synthesis of (+)‐(11R,12S)‐Mefloquine Hydrochloride |
| |
| Zhi‐Xiang XIE,Lu‐Zhong ZHANG,Xiao‐Juan REN,Shi‐Yang TANG,Ying LI.Asymmetric Synthesis of (+)‐(11R,12S)‐Mefloquine Hydrochloride[J].Chinese Journal of Chemistry,2008,26(7):1272-1276. |
| |
| Authors: | Zhi‐Xiang XIE Lu‐Zhong ZHANG Xiao‐Juan REN Shi‐Yang TANG Ying LI |
| |
| Institution: | 1. Tel.: 0086‐0931‐891252;2. State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China |
| |
| Abstract: | 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. |
| |
| Keywords: | mefloquine antimalarial drug proline‐catalyzed Beckmann rearrangement asymmetric synthesis |
|
| 点击此处可从《中国化学》浏览原始摘要信息 |
| 点击此处可从《中国化学》下载免费的PDF全文 |
|
