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2,5-脱水-3,4,6-O-三苄基-D-葡萄糖醇的改进合成方法(英文)

Improved synthesis of 2,5-anhydro-3,4,6-tri-O-benzyl-D-glucitol

  • 摘要: 目的 : 改进2,5-脱水-3,4,6-O-三苄基-D-葡萄糖醇的合成方法。 方法 : 以D-甘露醇为原料构建2,5-脱水-3,4,6-O-三苄基-D-葡萄糖醇的手性分子骨架,通过选择性地对多羟基的保护和脱保护达到对产物分离的目的。 结果 : 本合成路线通过对已知路线的改进,以D-甘露醇为原料,通过7步反应制备了2,5-脱水-3,4,6-O-三苄基-葡萄糖醇,总收率8.3%。 结论 : 该合成方法反应条件温和后处理简单,是一条经济的合成路线。

     

    Abstract: Aim :To improve the synthesis for 2,5-anhydro-3,4,6-tri-O-benzyl-D-glucitol. Methods :Dehydration of D-mannitol,followed by a reaction sequence of selective protection,benzylation,deprotection,tritylation,benzylation and removal of the trityl group,afforded the title compound. Results :Based on the improvement of the reported synthetic route,2,5-anhydro-3,4,6-tri-O-benzyl-D-glucitol was synthesized in seven steps from D-mannitol with a total yield of 8.3%. Conclusion :This new method features mild reaction conditions and facile work-up.

     

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