Concise synthesis of the pentasaccharide O-antigen corresponding to the Shiga toxin producing Escherichia coli O171

An expedient total synthesis of a pentasaccharide as its 4-methoxyphenyl glycoside corresponding to the Shiga toxin producing Escherichia coli O171 has been achieved for the first time in excellent yield. Most of the glycosylation steps are highly stereoselective. Stereoselective glycosylation of sialic acid derivative was obtained exploiting the nitrile effect of the solvent used.

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