Chemical Research in Chinese Universities ›› 2016, Vol. 32 ›› Issue (5): 760-767.doi: 10.1007/s40242-016-6164-9

• Articles • Previous Articles     Next Articles

Synthesis and Biological Evaluation of Amino Alcohol Containing 1,3,4-Oxadiazole

WU Yi1, ZHAO Yanping1, GUO Jing1, LÜ Haoze2, ZHENG Nan1, WANG Ensi1   

  1. 1. College of Pharmacy, Jilin University, Changchun 130021, P. R. China;
    2. School of Clinical Medicine, Jilin University, Changchun 130021, P. R. China
  • Received:2016-04-25 Revised:2016-06-29 Online:2016-10-01 Published:2016-08-01
  • Contact: WANG Ensi E-mail:wangss@jlu.edu.cn
  • Supported by:

    Supported by the Fund of Jilin University(China) Hi-Tech(Group) Co., Ltd.

Abstract:

A series of amino alcohol derivatives containing 1,3,4-oxadiazole moieties was synthesized with 7-bromo-2-tetralone as starting materials, 2,2-dimethyl-1,3-oxazolidine as intermediates and Strecker reaction and cyclization with POCl3 as key steps. The structures of the key intermediate and target compounds were confirmed by 1H NMR, 13C NMR and HRMS. Some compounds have resulted in the generation of highly potent sphingosine 1-phosphate receptor type 1(S1P1) agonists.

Key words: Amino alcohol, 1,3,4-Oxadiazole, Bioactivity, Strecker reaction