Abstract

A convergent synthesis of the hexasaccharide as its 2-aminoethyl glycoside corresponding to the repeating unit of the cell wall polysaccharide of Bifidobacterium animalis subsp. lactis LKM512 has been achieved applying a [4 + 2] glycosylation strategy. The disaccharide thioglycoside donor was prepared by combining a d-galactofuranosyl thioglycoside with another l-rhamnosyl thioglycoside acceptor. The yields of the individual glycosylation steps were highly satisfactory with excellent stereo outcome. An α-glycosidic linkage of the d-galactofuranosyl moiety in the hexasaccharide was achieved in very good yield.

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