文献类型：期刊文献

中文题名：2′-C-甲基尿苷的合成工艺改进

英文题名：Improved synthetic process of 2′-C-methyluridine

作者：杨俊[1];户晖[1];马立荣[1];刘子越[1];赵建宏[1]

机构：[1]华东理工大学药学院,上海200237

年份：2019

卷号：29

期号：5

起止页码：374

中文期刊名：中国药物化学杂志

外文期刊名：Chinese Journal of Medicinal Chemistry

收录：CSTPCD;;北大核心:【北大核心2017】；CSCD:【CSCD_E2019_2020】；

语种：中文

中文关键词：1-O-乙酰基-2,3,5-三-O-苯甲酰基-β-D-呋喃核糖;2′-C-甲基尿苷;工艺改进

外文关键词：1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranoside;2’-C-methyluridine;process improvement

摘要：目的研究2′-C-甲基尿苷的新合成方法。方法以1-O-乙酰基-2,3,5-三-O-苯甲酰基-β-D-呋喃核糖(2)为原料,经酸性水解、Swern氧化、格氏反应、苯甲酰化、缩合、酯水解6步反应得到2′-C-甲基尿苷。结果与结论2′-C-甲基尿苷及部分中间体的结构经MS、^1H-NMR谱确证,6步反应总收率为27.0%(以2计),产品纯度99.0%(HPLC面积归一化法),该合成路线具有原料易得、路线较短、安全性高、操作简便等特点。
An improved synthetic process of 2′-C-methyluridine was reported.2′-C-methyluridine was synthesized via acid-catalyzed hydrolysis,Swern oxidation,Grignard reaction,benzoylation,condensation and alkalinity hydrolysis using 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranoside(2)as starting material.The total yield of 2′-C-methyluridine was up to 27.0%(based on compound 2)and the HPLC purity was 99.0%.The structure of the title product was confirmed by MS(ESI)and^1H-NMR.The improved process has many advantages,such as inexpensive materials,low cost,milder reaction conditions,higher yield,and it′s more suitable for industrial production.