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2. An Oxidation-Amidation Approach for the Synthesis of Glycuronamides

Author

Todd L. Lowary, Roger A. Ashmus, and Sicheng Lin

Subjects
chemistry.chemical_classification, 010405 organic chemistry, Organic Chemistry, Glycoside, Uronic acid, Carbohydrate, 010402 general chemistry, Polysaccharide, 01 natural sciences, Combinatorial chemistry, 0104 chemical sciences, chemistry.chemical_compound, chemistry, Organic chemistry, Physical and Theoretical Chemistry
Abstract

A route for the synthesis of glycuronamides via the intermediacy of 6-S-tolyl-substituted glycosides and uronic acid thioesters, is reported. The route, which is compatible with a variety of carbohydrate residues and protecting groups, was used to synthesize the repeating unit of the E. coli K54 capsular polysaccharide.

Published
2016

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