Synthesis Of β1, 6-Glucan Based On Ionic Liquid-Supported Methed

Since the complexity of the molecular structure of oligosaccharides. and its synthesis requires complicated reaction steps and a high degree of experimental techniques, lack of access to sugar chains seriously restricts the development of glycobiology and glyco-medication. In order to establish a convenient and universal method for synthesis of new oligosaccharides. we applied the "ionic liquid-based synthesis" technology in glycosylation reactions to achieve "homogeneous reaction" and" heterogeneous separation" which simplified the tedious work-up procedure in the traditional liquid phase synthesis of oligosaccharides and improved the synthesis efficiency.In this paper, D-(+)-glucose being raw material. we synthesized a series of glucose-donors by employing the orthogonal protection and functional group protection and deprotection strategies. And N-methyl-imidazole being target, we synthesized ionic liquid-acceptors with the easy leaving group p-methyl. Besides we also explored the optimal experimental conditions, namely:anhydrous and anaerobic, TMSOTf as catalyst.-20℃as the reaction temperature. In these conditions, by 1H-NMR characterization, we determined trichloroacetimidate base 6-O-acetyl-2,3,4-tri-O-Benzyl-a-D-glucopyranose with the most reaction activity and highest yield. Finally, in the coupling conditions above, we completed the glycosylation reaction and got ionic liquid linedβ1.6-dextran.