Chemical Research in Chinese Universities ›› 2001, Vol. 17 ›› Issue (4): 407-414.

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Synthesis of 5-Substituted-3-[(2'R,4'R)-4'-Hydroxy-2'-hydroxymethyl tetrahydrofuran-4'-yl]-1,2,4-oxadiazoles and Their Epimers

WU Wei-dong, MA Ling-tai, ZHANG Li-he   

  1. National Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100083, P.R. China
  • Received:2000-09-15 Online:2001-12-24 Published:2011-08-04
  • Supported by:

    Supported by the National Natural Science Foundation of China.

Abstract: The syntheses of 5-substituted-3-[(2' R' 4' R)-4v -hydroxy-2'-hydroxymethyltetrahydrofuran-4'-yl]-1, 2,4-oxadiazoles and their epimers were accomplished with the aid of the construction of 1, 2, 4-oxadiazoles by condensation of O-acylated cyanohydrins with hydroxylamine via intramolecular transacylation and subsequent cyclization.

Key words: Nucleoside analogue, 1,2,4-Oxadiazole, Transacylation