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1-O-甲基-3,5-二-O-(2,4-二氯苄基)-D-呋喃核糖合成研究
引用本文:冷一欣,苏健,黄春香,王宁.1-O-甲基-3,5-二-O-(2,4-二氯苄基)-D-呋喃核糖合成研究[J].化学世界,2010,51(6).
作者姓名:冷一欣  苏健  黄春香  王宁
作者单位:江苏工业学院,化学化工学院,江苏,常州,213164
摘    要:以D-呋喃核糖为原料,经羟基保护、选择性脱除2位保护基团,得到1-O-甲基-3,5-二-O-(2,4-二氯苄基)-D-呋喃核糖。以2,4-二氯氯苄作为羟基保护试剂,对羟基全保护反应进行了优化,产率达83.5%。选用四氯化锡作为脱苄试剂,选择性脱除2位苄基,产率达79.0%,总收率为66.0%。产物经质谱、核磁共振谱及红外光谱进行了结构表征。

关 键 词:D-呋喃核糖  羟基保护  合成

Synthesis of 1-O-Methyl-3,5-bis-O-(2,4-dichlorobenzyl)-D-ribofuranose
LENG Yi-xin,SU Jian,HUANG Chun-xiang,WANG Ning.Synthesis of 1-O-Methyl-3,5-bis-O-(2,4-dichlorobenzyl)-D-ribofuranose[J].Chemical World,2010,51(6).
Authors:LENG Yi-xin  SU Jian  HUANG Chun-xiang  WANG Ning
Abstract:1-O-Methyl-3,5-bis-O-(2,4-dichlorobenzyl)-D-ribofuranose was synthesized by hydroxyl protection and selective O-2-de-protection of Dribofuranose.As a result of optimization,by using 2,4-dichlorobenzyl chloride as protective reagent in hydroxylation,the yield reached 83.5%.Taking tin tetrachloride as debenzylation reagent,selectively removing O-2 benzyl,from the first end-product,the yield was 79.0%.The yield of the whole process was 66.0%.The product was characterized by MS,()~(1)H NMR and IR.
Keywords:D-ribofuranose  hydroxyl protected  synthesis
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