Dehydrative Glycosylation Using Heptabenzyl Derivatives of Glucobioses and Lactose
摘要：
Dehydrative glycosylations of the 2-, 3-, 4-, and 6-OH groups of D-glucopyranose with hepta-O-benzyl derivatives of glucobioses (0-D-glucopyranosyl-(1-->n)-D-glucopyranose; n=2, 3, 4, or 6) and lactose, in the presence of a ternary mixture of p-nitrobenzenesulfonyl chloride, silver trifluoromethanesulfonate, and triethylamine in dichloromethane showed that the selectivity of the reaction depended on the anomeric configuration and the linking position to the reducing tribenzylglucose moiety of the nonreducing tetrabenzylglucosyl residue and on the class of the OH group to be glycosylated. The use of a quaternary mixture of p-nitrobenzenesulfonyl chloride, silver trifluoromethanesulfonate, N, N-dimethylacetamide, and triethylamine made all but the beta(1-->2)-linked biosyl donor undergo alpha-condensation. Several new linear trisaccharides were obtained via debenzylation of the condensates.
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关键词：
ANTIPROTOZOAL DRUGS BERENIL(R CAS 536-71-0 DIMINAZENE, AMIDE OXIMES, AMIDES, BIOTRANSFORMATION, N-HYDROXYLATION, SYNTHESIS
DOI：
10.1246/bcsj.65.3257
被引量：
年份：
2006
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