哌嗪衍生物的不同合成策略

doi:10.5246/jcps.2014.08.074

中国药学(英文版) ›› 2014, Vol. 23 ›› Issue (8): 572-577.DOI: 10.5246/jcps.2014.08.074

哌嗪衍生物的不同合成策略

翟亚亚, 闫钢, 黄文杰, 牛彦^*, 许凤荣, 梁磊, 王超, 徐萍^*

北京大学医学部药学院药物化学系, 北京 100191

收稿日期:2014-05-24 修回日期:2014-05-28 出版日期:2014-08-31 发布日期:2014-06-10
通讯作者: Tel.: 86-10-82802632, Fax: 86-10-82801117, 86-10-82805281
基金资助:
National Basic Research Program of China (Grant No. 2012CB518000), the National Natural Science Foundation of China (Grant No. 21172012), and the Specialized Research Fund for the Doctoral Program of Higher Education of China (Grant No. 20120001110010).

Synthetic strategies for piperazine derivatives

Yaya Zhai, Gang Yan, Wenjie Huang, Yan Niu^*, Fengrong Xu, Lei Liang, Chao Wang, Ping Xu^*

Department of Medicinal Chemistry, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, China

Received:2014-05-24 Revised:2014-05-28 Online:2014-08-31 Published:2014-06-10
Contact: Tel.: 86-10-82802632, Fax: 86-10-82801117, 86-10-82805281
Supported by:
National Basic Research Program of China (Grant No. 2012CB518000), the National Natural Science Foundation of China (Grant No. 21172012), and the Specialized Research Fund for the Doctoral Program of Higher Education of China (Grant No. 20120001110010).

摘要/Abstract

摘要：

哌嗪环是许多上市药物结构中的重要组成部分, 在药物设计中有重要作用。本文首次以不同策略合成了两个含哌嗪的化合物。对于其中一个目标物, 通过具有高反应活性的异硫氰酸酯中间体来构建哌嗪硫代酰胺结构。另一目标化合物通过傅克酰化、偶联反应和麦克加成构建。两条合成路线均有步骤短、产率高的优点, 可为类似含哌嗪化合物的合成提供参考。

关键词: 哌嗪, 合成策略, 异硫氰酸酯, 麦克加成, 傅克酰化

Abstract:

As important constitutes in many drugs, piperazine comprised compounds are of great interest for drug design. In this paper, two piperazine-based compounds were synthesized for the first time, with different strategies exploited. For one compound, a highly reactive intermediate of isothiocyanate was constructed to get the desired piperazinecarbothioamide. The synthesis of the other compound was completed sequentially through Friedel-Crafts acylation, coupling reaction and Michael addition. Both synthetic routes have short steps and acceptable yields, and such strategies can be applied to the synthesis of similar piperazine-containing compounds.

Key words: Piperazine, Synthesis strategy, Isothiocyanate, Michael addition, Friedel-Crafts acylation

中图分类号:

R916

Supporting:

翟亚亚, 闫钢, 黄文杰, 牛彦, 许凤荣, 梁磊, 王超, 徐萍. 哌嗪衍生物的不同合成策略[J]. 中国药学(英文版), 2014, 23(8): 572-577.

Yaya Zhai, Gang Yan, Wenjie Huang, Yan Niu, Fengrong Xu, Lei Liang, Chao Wang, Ping Xu. Synthetic strategies for piperazine derivatives[J]. Journal of Chinese Pharmaceutical Sciences, 2014, 23(8): 572-577.

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哌嗪衍生物的不同合成策略

Synthetic strategies for piperazine derivatives

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