齐多夫定合成改进  

An improved synthetic process of zidovudine

作　　者：李伟[1] 姜玉钦[1] 黎敏霞[2] 郝二军[1] 

机构地区：[1]河南师范大学化学与环境科学学院,河南新乡453007 [2]北华大学基础部,吉林吉林132001

出　　处：《河南师范大学学报（自然科学版）》2004年第4期136-137,143,共3页Journal of Henan Normal University(Natural Science Edition)

摘　　要：以胸苷为原料,5′位醇羟基用对甲氧基苯甲酸成酯保护,然后与偶氮二甲酸二乙酯和三苯基膦反应成"氧桥",再与叠氮化钠反应引入"叠氮"基团,最后脱保护得齐多夫定,总收率为67%.本法在最后一步脱保护基后用碱性去离子水除杂,用热正丁醇纯化产物,操作简单,适宜工业化生产.Zidovudine was synthesized from thymidine.Thymidine was esterificated with 4-methoxybenzoic acid to protect its primary hydroxyl group of 5′ position and then was converted into 2,3′-anhydro-5′-o-(4-methoxybenzoyl)thymidine with diethyl azodicarboxylate and triphenylphosphine. 2,3′-anhydro-5′-o-(4-methoxybenzoyl) thymidine was treated with sodium azide to get 3′-azido-3′-deoxy-5′ -o-(4-methoxybenzoyl)thymidine, followed by 5′-o-deprotection to yield zidovudine in overall yield of 67%.After deprotection, impurities were removed with alkaline de-ionized water and zidovudine was purified by hot n-butyl alcohol. The method is simple and suitable for industrialization.

关 键 词：齐多夫定 胸苷 合成 

分 类 号：O629.13[理学—有机化学]