Abstract

Preparation of the title trisaccharide resulted from two remarkable facts: 1) during acetolysis of the anomeric t-butyl group in the fully protected disaccharide 4, the rhamnopyranoside ring underwent an unusual conversion into the furanose form to furnish 5a; 2) stereoselective coupling of 5-O- acetyl-3-O- benzyl-2-O-(2,3,4- tri-O- acetyl-6-deoxy-α- l-talopyranosyl)-α- l-rhamnofuranosyl bromide ( 5b) with the glycosyl acceptor 7b formed surprisingly the β-linkage, to give the corresponding trisaccharide 8a.

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