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Studies on the synthesis of two tetrasaccharides and the reactivity difference between them
1Department of Organic Chemistry, School of Pharmaceutical Sciences, Beijing Medical University, PR China.
Carbohydrate Research
|November 28, 1997
Abstract:
Studies on the reactivity of two synthetic tetrasaccharides as glycosyl acceptors showed that condensation of the methyl alpha-glycoside with a disaccharide donor afforded a hexasaccharide, but condensation of the methyl beta-glycoside with the disaccharide did not yield the corresponding hexasaccharide under the same conditions. A combination of theoretical results and 2D NMR indicated that the reactivity difference between the methyl alpha-glycoside and the methyl beta-glycoside was determined mainly by steric effects.