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Beilstein J Org Chem ; 15: 431-436, 2019.
Article in English | MEDLINE | ID: mdl-30873227

ABSTRACT

A pentasaccharide repeating unit containing α-linked D-glucuronic acid, ß-linked D-mannose, corresponding to the repeating unit of biofilms produced by Klebsiella pneumoniae, has been synthesized using a stereoselective [2 + 3] convergent glycosylation strategy. The ß-D-mannosidic moiety has been synthesized using a D-mannose-derived thioglycoside by a two-step activation process. Late stage TEMPO-mediated oxidation of the pentasaccharide derivative using phase-transfer reaction conditions furnished the target compound in satisfactory yield.

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