核苷类似物5-杂环取代或1,5-二杂环取代-1-α/β-D-5-脱氧呋喃核糖的合成  

Synthesis of Nucleoside Analogs 5-Heterocyclo or 1,5-Diheterocyclo-1-α/β-D-5-deoxyribofuranoses

作　　者：姚颖[1] 罗有福[1] 黄文才[1] 李子成[1,2] 陈淑华[2] 

机构地区：[1]四川大学化工学院,成都610065 [2]四川大学化学学院,成都610064

出　　处：《有机化学》2010年第3期431-435,共5页Chinese Journal of Organic Chemistry

基　　金：横店集团成都分子实验室的资金支持

摘　　要：核糖在酸的作用下于甲醇中闭环得到呋喃核糖甲苷,将其2,3-二羟基形成异亚丙基后,与对甲苯磺酰氯作用生成5-O-对甲苯磺酰基-2,3-O-异亚丙基-1-α/β-D-呋喃核糖甲苷,最后与取代哌嗪或吗啉反应,再在酸的作用下除去2,3-保护基,得到5-脱氧-5-杂环取代-1-α/β-D-呋喃核糖甲苷.它们的结构经1HNMR和MS确证.D-Ribose was cyclized to ribofuranose in methanol under acid condition. After protection of the 2- and 3-hydroxy groups by isopropylene, the sugar was reacted with p-toluenesulfonyl chloride to afford 5-O-p-toluenesulfonyl-2,3-O-isopropylene-1-α/β-D-ribofuranose, whose toluenesulfonyloxy group was re- placed by N-substituted piperazine or morpholine, and the isopropylene group was removed under acid condition to give 5-heterocyclo-1-α/β-D-5-deoxyribofuranoses. The target compounds were identified by 1H NMR, MS techniques and element analysis.

关 键 词：核苷类似物 5-(4-取代哌嗪-1-基)呋喃核糖甲苷 5-脱氧-1 5-二杂环取代呋喃核糖 合成 

分 类 号：TQ464.6[化学工程—制药化工]