Studies on Carbohydrates (Ⅲ)--Phase-Transfer Catalyzed Synthesis of I-O-acyl-β-D-Glucopyranose Tefraacetates

Chem. J. Chinese Universities ›› 1991, Vol. 12 ›› Issue (3): 349.

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Studies on Carbohydrates (Ⅲ)--Phase-Transfer Catalyzed Synthesis of I-O-acyl-β-D-Glucopyranose Tefraacetates

Yu Cheng-fang, Liu Ze-fu, Cai Meng-shen

School of Pharmaceutical Sciences, Beijing Medical University, Beijing, 100083

Received:1989-09-01 Online:1991-03-24 Published:1991-03-24

Abstract

Abstract: 2,3,4,6-Tetra-O-acetyl-α-D-glucosyl bromide reacts with carboxylic acids in the presence of phase transfer catalysts to give carbohydrate esters. There are many advantages in this method, such as good yields, mild reaction conditions and high stereospecificity. The results conclusively disproved a report by Inch and his co-workers that the phase-transfer method requires a nonparticipating group at C-2 or C-6 in the carbohydrate moiety.

Key words: Phase-transfer catalysis, Carbohydrate ester, Tetrabutylammonium bromide

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Yu Cheng-fang, Liu Ze-fu, Cai Meng-shen . Studies on Carbohydrates (Ⅲ)--Phase-Transfer Catalyzed Synthesis of I-O-acyl-β-D-Glucopyranose Tefraacetates[J]. Chem. J. Chinese Universities, 1991, 12(3): 349.

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Studies on Carbohydrates (Ⅲ)--Phase-Transfer Catalyzed Synthesis of I-O-acyl-β-D-Glucopyranose Tefraacetates

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