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Journal of Chinese Pharmaceutical Sciences ›› 2014, Vol. 23 ›› Issue (8): 572-577.DOI: 10.5246/jcps.2014.08.074

• Original articles • Previous Articles     Next Articles

Synthetic strategies for piperazine derivatives

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

  1. 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).

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 piperazinecarbothioa​mide. 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

CLC Number: 

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