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.
作者
杨俊
户晖
马立荣
刘子越
赵建宏
YANG Jun;HU Hui;MA Li-rong;LIU Zi-yue;ZHAO Jian-hong(School of Pharmacy,East China University of Science and Technology,Shanghai 200237,China)
出处
《中国药物化学杂志》
CAS
CSCD
北大核心
2019年第5期374-376,381,共4页
Chinese Journal of Medicinal Chemistry
