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Improved synthesis for 2,3,4,6-tetra-O- acetyl-β-D-glucopyranose

YU Xiaofeng,SUN Yu   

  1. School of Pharmaceutics,Jiangsu University
  • Online:2010-02-05 Published:2010-02-05

2,3,4,6-四-O-乙酰基-β-D-吡喃葡萄糖的合成工艺改进

于小凤,孙 玉   

  1. 江苏大学药学院

Abstract: The importance of 2,3,4,6-tetra-O-acetyl-β-D-glucopyranose was introduced briefly, and the synthetic route was analyzed and selected. The target compound was obtained by acetylation, bromination and hydrolysis of D-glucopyranose. Structure of the product was affirmed by 1H NMR. The synthetic process was optimized, with which the yield of bromination is as high as 87.3% and is 14% higher than before. The total yield of 2,3,4,6-tetra-O-acetyl-β-D-glucopyranose was 50.6%, which is about 6% higher than before. This improved synthese is more safe and more environmental benign.

摘要: 简单介绍了2,3,4,6-四-O-乙酰基-β-D-吡喃葡萄糖的地位和重要性,分析并选择了其合成路线:以D-吡喃葡萄糖为起始原料,经乙酰化、溴化、水解三步反应合成标题化合物。产品经1H-NMR分析确认为2,3,4,6-四-O-乙酰基-β-D-吡喃葡萄糖。并对各步反应条件进优化,溴化收率高达87.3%,比文献报道提高了14.0%,其总收率达到50.6%,比文献提高了约6.0%。同时该工艺路线更安全、环保,操作更加方便。

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