An efficient ionic liquid supported divergent assembly of 3,6-branched glucosamine-containing pentasaccharide

We utilized the glycosyl acceptor tagging method with ionic liquid support for synthesis of the core segment of Clostridium botulinum C2 toxin ligand through a divergent synthetic strategy without chromatographic purification. The total yield was 57.1% and the reaction was completed in 10 h. The efficient ionic liquid supported glycosylation and purification procedure was applied for the synthesis of branched glucosamine-containing oligosaccharides for the first time, which expanded the scope of ionic liquid supported synthesis of biologically important oligosaccharides.

The core segment of Clostridium botulinum C2 toxin ligand was synthesized in 57.1% yield with the glycosyl acceptor tagged on an ionic liquid support through a divergent synthetic strategy without chromatographic purification. The efficient ionic liquid supported glycosylation and purification procedure was applied for the synthesis of branched glucosamine-containing oligosaccharides for the first time, which expanded the scope of ionic liquid supported synthesis of biologically important oligosaccharides.Figure optionsDownload as PowerPoint slide