Synthesis and biological evaluation of amino alcohol containing 1,3,4-oxadiazole

Yi Wu; Yanping Zhao; Jing Guo; Haoze Lü; Nan Zheng; Ensi Wang

doi:10.1007/s40242-016-6164-9

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

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Synthesis and biological evaluation of amino alcohol containing 1,3,4-oxadiazole

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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.

Keywords

Amino alcohol / 1,3,4-Oxadiazole / Bioactivity / Strecker reaction

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Yi Wu, Yanping Zhao, Jing Guo, Haoze Lü, Nan Zheng, Ensi Wang. Synthesis and biological evaluation of amino alcohol containing 1,3,4-oxadiazole. Chemical Research in Chinese Universities, 2016, 32(5): 760-767 DOI:10.1007/s40242-016-6164-9

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