应用化学 ›› 1997, Vol. 0 ›› Issue (3): 115-116.

• 研究论文 • 上一篇    

制备1-氰基-2,3,5-三-O-苯甲酰基-β-D-呋喃核糖的简便方法

张万轩, 雷策南, 黄锦霞, 陈家威   

  1. 湖北大学化学系, 武汉 430062
  • 收稿日期:1996-08-12 修回日期:1997-03-05 出版日期:1997-06-10 发布日期:1997-06-10

Synthesis of 1-Cyano 2,3,5-tri-O-benzoyl-β-D-ribofuranose

Zhang Wanxuan, Lei Cenan, Huang Jinxia, Chen Jiawei   

  1. Department of Chemistry, Hubei University, Wuhan 430062
  • Received:1996-08-12 Revised:1997-03-05 Published:1997-06-10 Online:1997-06-10

摘要: 1-氰基-2, 3, 5-三-O-苯甲酰基-β-D-呋喃核糖(1)是制备核苷类物质的重要前体, 近年来也用作一些核苷类药物的合成原料. 它可以用 Hg(CN)2与 1-溴-2, 3, 5-三-O-苯甲酰基-β-D-呋喃核糖反应制得[1], 此方法虽然原料较为便宜, 但制备 1-O-乙酰基-2, 3, 5-三-O-苯甲酰基β-D-呋喃核糖(2)的溴化物时, 温度控制要求很严格, 且溴化物很不稳定, 给操作带来困难。

关键词: 鸟苷, 制备, 氰基三苯甲酰基-β-D-呋喃核糖, 三甲基氯硅烷

Abstract: Reacting guanosine with benzoyl chloride gave a mixture containing 2',3',5'-tribenzoyl guanosine. After distillation in vacuum the residual solid was acetylated directly and 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose(2)was obtained. Being reacted with Me 3SiCN,(2)led to the title compound(1). The method reported here is more convenient and cheaper with a considerably higher yield.

Key words: guanosine, cyano-tri-O-benzoyl-β-D-ribofuranose, synthesis, chloro trimethylsilane