Chem. J. Chinese Universities ›› 1990, Vol. 11 ›› Issue (12): 1376.

• Articles • Previous Articles     Next Articles

Studies on Glycosides (Ⅸ)——An Alternate Method for Highly Stereoselective Synthesis of1-Thioglycosides

Li Zhan-jiang1, Liu Ping-li1, Qiu Dong-xu1, Cai Meng-shen1, Huang Li-ru2, Qiao Liang2   

  1. 1. College of Pharmacy, Beijing Medical University, Beijing, 100083;
    2. Computation and Analysis Center, Beijing Medical University, Beijing, 100083
  • Received:1990-05-09 Online:1990-12-24 Published:1990-12-24

Abstract: Anew method for the synthesis of 1-thio-glycosides using 1-O-trifluoroacetyl-2,3,4,6-te-tra-O-benzyl-a-D-gluco- or manna-pyranose with R'SHin the presence of Lewis acid is reported. The reaction conditions were very mild. 1-thio-a-D-glycosides 3a-e and 6a-c were obtained in high yields and a high stereoselectivity. Their structures were proved by IR,1H NMR, 13C NMR and elementary analysis.

Key words: Trifluoroacetyl hexopyranose, Stereoselectivity, Thioglycoside

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