摘要
2-脱氧-22,-二氟戊呋喃-1-酮-35,-二安息香酸盐经三叔丁氧基氢化铝锂还原,甲磺酰化生成2-脱氧-2,2-二氟-D-呋喃核糖-35,-二苯甲酸酯,然后与经硅烷化保护的胞嘧啶在三甲基硅烷基三氟甲磺酸酯的催化下进行糖基化缩合生成2'-脱氧-2',2'-二氟胞苷-3',5'-二苯甲酸酯,最后经甲醇钠脱保护,与浓盐酸成盐,经丙酮/水体系重结晶得到盐酸吉西他滨,总收率23.6%。该方法简单经济,适合工业化生产。
2-deoxy-2,2-difuoro-D-erythro-pentofuranose-1-ketose-3,5-dibenzoate was reducing by LiAl（OBu-t）3H and methysulfonation to afford 2′-deoxy-2′,2′-difuoro-D-ribofuranose-3′,5′-dibenzoate-1-methylsuifonate,glycosylation with cytosine deprotection,salt formation and recrystallization from acetone/water.The total yield of the synthesis reached 23.6%.This methodis simple economic,suitable for industrial production.
出处
《化工时刊》
CAS
2011年第2期30-32,共3页
Chemical Industry Times
关键词
盐酸吉西他滨
抗肿瘤药
硅烷化保护反应
合成
gemcitabine hydrochloride anti-tumor drug silyation process synthesis
