摘要
Using 3-O-methyl-D-chiro-inosito as starting material,through acetalation and mesylation the intermediate 3,which was subjected to hydrolysis to afford 3-O-Methyl-4-[(methylsulfonyl)oxy]-D-chiro-inositol 4 was obtained.Subsequently,the key epoxide 5 was obtained in excellent yield via an epoxidation from the compound 4.Finally,the process of opening of epoxy ring by azole-bases resulted in the novel carbocyclic azole nucleoside compounds 6-10 in the presence of 1,8-diazabicycloundec-7-ene(DBU) as catalyst,which appeared strong regioselectivity.
Using 3-O-methyl-D-chiro-inosito as starting material, through acetalation and mesylation the intermediate 3, which was subjected to hydrolysis to afford 3-O-Methyl-4-[ （methylsulfonyl） oxy ]-D-chiro-inositol 4 was obtained. Subsequently, the key epoxide 5 was obtained in excellent yield via an epoxidatiun from the compound 4. Finally, the process of opening of epoxy ring by azole-bases resulted in the novel carbocyelic azole nucleoside compounds 6-10 in the presence of 1,8-diazabicyelo [ 5.4.0 ] undec-7- erie （DBU） as catalyst,which appeared strong regioselecfivity.
出处
《化学研究与应用》
CAS
CSCD
北大核心
2009年第8期1190-1194,共5页
Chemical Research and Application
基金
山东省"泰山学者"基金(ts20070713)资助
青岛科技大学博士科研启动基金(0022257)资助
关键词
右旋肌醇甲醚
碳环唑类核苷
环氧开环反应
区域选择性
3-O-Methyl-D-chiro-inositol
carbocyelic azole nueleoside
opening of epoxy ring reaction
regioselectivity
