Chem. J. Chinese Universities ›› 1996, Vol. 17 ›› Issue (7): 1078.

• Articles • Previous Articles     Next Articles

Studies on the Synthesis of Fluorinated C-Nucleosides──Synthesis of N-Alkyl 3-(4'-deoxy-4'-fluoro-β-L-arabinopyranosyl)-1,2,4-oxadiazole-5-carboxamides

CHENG Hua, MA Ling-Tai, ZHANG Li-He   

  1. School of Pharmaceutical Sciences, Beijing Medical University 100083
  • Received:1995-08-25 Online:1996-07-24 Published:1996-07-24

Abstract: N-Alkyl-3-(4'-deoxy-4'-fluoro-β-L-arabinopyranosyl)-1,2,4-oxadiazole-5-carboxamids were synthesized from the corresponding N-alkl 3-β-D-xylopyranosyl-1,2,4-oxadiazole-5-carboxamides which were selectively fluorinated at 4'-position of sugar moiety with diethylaminosulfur trifluoride(DAST).The configuration and conformation of these new Cnucleoside derivatives were identified by 1H NMR,13C NMR,19F NMR,1HH-1HH COSY and MS.

Key words: 1,2,4-Oxadiazole, Selective fluorination, C-Nucleoside

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