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1-乙酰基-3,5-二对氯苯甲酰基-2-脱氧-α,β-D-呋喃核糖苷的合成 被引量：1

Synthesis of 1-O-Acetyl-3,5-di-o-(p-chlorobenzoyl)-2-deoxyα,β-D-ribofuranoside
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摘要 1-乙酰基-3,5-二对氯苯甲酰基-2-脱氧-α,-βD-呋喃核糖苷是重要的医药中间体。以2-脱氧-D-核糖为原料,经柱色谱柱分离出α体和β体。优化条件为:从甲基-3,5-二对氯苯甲酰基-2-脱氧-α,-βD-呋喃核糖苷合成1-乙酰基-3,5-二对氯苯甲酰基-2-脱氧-α,-βD-呋喃核糖苷的过程中,n(甲基-3,5-二对氯苯甲酰基-2-脱氧-α,-βD-呋喃核糖苷):n(乙酐)为1∶4.4,反应中浓硫酸加入量为2mL,滴加浓硫酸时溶液温度为-2°C,水解温度为6°C,产率可达84.14%。然后运用1H NMR和熔点测定两种方法对分离出的α体和β体进行了表征。 A convenient, high-yield synthesis of 1- O-acetyl-3,5-di-o-（p-chlorobenzoyl）-2-deoxy-α,β-D-ribofuranoside from 2-deoxy-D-ribose was reported. The product was a very important medical intermediate. Its anomers were separated by column chromatography. The optimum conditions were as follows： methyl-3,5-di-o- （p-chlorobenzoyl）-2-deoxy-α,β-D-ribofuranoside ： acetic anhydride, 1 ： 4.4 ; 2 mL cone. sulfuric acid ; temperature of solution when adding cone. sulfuric acid, -2℃; hydrolysis temperature, 6℃. The yield was above 84. 14%. The separated α and β anomers were characterized by ^1 H NMR aud melting point.
作者 李烽俊 杨郭明 吴天星 商志才
机构地区 浙江大学化学系
出处 《化学世界》 CAS CSCD 北大核心 2006年第4期235-237,256,共4页 Chemical World
关键词 1-乙酰基-3 5-二对氯苯甲酰基-2-脱氧-α β-D-呋喃核糖苷 甲基-2-脱氧-α β-D-呋喃核糖 苷甲基-3 5-二对氯苯甲酰基-2-脱氧-α β-D-呋喃核糖苷 1-O-acetyl-3,5-di-o-（ p-chlorobenzoyl）-2-deoxy-α，β-D-ribofuranoside methyl-2-deoxy-α，β-D-ribofuranoside methyl-3,5 - di- o- （ p- chlorobenzoyl） -2- deoxy-α，β-D- ribofuranoside
分类号 O626 [理学—有机化学]
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参考文献10

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同被引文献9

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  • 7陈莉莉,岑均达.卡培他滨及其中间体的制备方法:CN,102212095A[P].2011-10-12.
  • 8邓燕,陶德良,张永强,谢维跃.1-乙酰氧基-2,3,5-三-苯甲酰氧基-β-D-呋喃核糖的合成工艺改进[J].精细化工中间体,2009,39(5):30-33. 被引量：2
  • 9陈建澍,张晓慧,蒲通,王鸿,钱捷,应国清.1-氯-2,3,5-三-氧-对氯苯甲酰基-D-核糖的合成研究[J].浙江工业大学学报,2013,41(3):275-279. 被引量：1

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化学世界
2006年 第4期

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