Synthesis of branched arabinofuranose pentasaccharide fragment of mycobacterial arabinans as 2-azidoethyl glycoside

Branched arabinofuranose pentasaccharide with 2-azidoethyl aglycon was prepared for the first time by [3+1+1] bis-(1,2-cis)-glycosylation of trisaccharide diol with silyl-protected thioglycoside glycosyl donor. The presence of 2-azidoethyl aglycon would enable the preparation of neoglycoconjugates using the click chemistry approaches.

Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slideHighlights► Branched arabinofuranose pentasaccharide with 2-azidoethyl aglycon was prepared. ► O-Benzyl groups were not required for synthesis of the title oligosaccharide. ► 2-Azidoethyl aglycon would enable the preparation of neoglycoconjugates.