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Synthesis of β1, 6-Glucan Based on Ionic Liquid-Supported Methed

Author: TanYanHong
Tutor: SunJingLiang;DuanQian;LiXueBing
School: Changchun University of Science and Technology
Course: Physical and chemical
Keywords: Oligosaccharide Synthesis Glycosyl donor Glycosyl acceptors Ionic liquid sticks upload
CLC: O621.3
Type: Master's thesis
Year: 2011
Downloads: 6
Quote: 0
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Abstract


The molecular structure of complex oligosaccharides , its synthesis requires complicated reaction steps and a high degree of experimental techniques , the sugar chain is difficult to obtain , seriously restricting the development of glycobiology and carbohydrate drug development . In this paper , to create a convenient , universal oligosaccharide synthesis of a new method for the target , \to simplify the the tedious separation in the traditional oligosaccharides liquid phase synthesis method to improve the synthesis efficiency . D-() - glucose as raw material , using the orthogonal protection as well as the functional group protection deprotection strategy , the synthesis of a series of glucose donor . Especially N-methylimidazole as an object , synthesis with Hydroxybenzyl alcohol easy leaving group ionic liquid receptor . And explored the optimum conditions of the experiment : anhydrous anaerobic , TMSOTf as catalyst, the reaction temperature is from -20 ° C . And 1 H-NMR characterization of structure, to determine the highest yield, 6 - position , most easy to leave the glucose donor : trichloroacetimidate yl 6 - O - acetyl -2,3.4 - three - O - benzyl yl -alpha - D - glucopyranose . Finally , in the above - described coupling conditions glycosidation reaction generates ionic liquid the β1.6- glucan oligosaccharide branches contained .

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