高等学校化学学报 ›› 1985, Vol. 6 ›› Issue (3): 241.

• 研究简报 • 上一篇    下一篇

结晶性卤代酰化呋喃核糖及阿拉伯糖的制备

蔡孟深, 彭师奇   

  1. 北京医学院药学系
  • 收稿日期:1983-11-04 出版日期:1985-03-24 发布日期:1985-03-24

Syntheses of Crystalline Acyl-Ribo-& Arabino-Furanosyl Halides

Cai Mengshen, Peng Siqi   

  1. Faculty of Pharmacy, Beijing Medical College, Beijing
  • Received:1983-11-04 Online:1985-03-24 Published:1985-03-24

摘要: 构型确定的结晶性卤代酰化糖在糖化学研究中有重要意义,是碳甙合成研究中的关键性中间体。为合成它们,人们作过许多尝试。我们研究并改进了1-氯-2,3,5-三-O-苯甲酰基呋喃核糖的合成,第一次制得结晶的1-氯-2,3,5-三-O-苯甲酰基-α-D-呋喃核糖。按下面给出的路线,以Ⅰ为原料,根据已知方法依次制备Ⅱ、Ⅲ、Ⅳ。Ⅳ溶解在无水二氯甲烷,在零度下通干燥氯化氢,4小时后TLC显示原料班点消失。所得产物为Ⅴ,其元素分析值与预期的结构相符,端基构型由1HNMR确定。

Abstract: The crystalline 2, 3, 5-tri-O-benzoyl-α-D-ribofuranosyl chloride was obtained for the first time. The Ness' method of synthesis of crystalline 2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl bromide was improved and the yield of the product frommethyl 2, 3, 5-tri-O-benzoyl-α-D-arabinofuranoside was raised from 61% to 96%.

TrendMD: