文献类型：期刊文献

中文题名：以鸟苷为原料合成巴豆苷

英文题名：THE SYNTHESIS OF CROTONOSIDE FROM GUANOSINE

作者：孙莉萍[1];焦黎明[2];杨政楠[2];潘心[2];夏然[2];陈磊山[1]

机构：[1]新乡学院生命科学与基础医学学院,河南新乡453003;[2]新乡学院药学院,河南新乡453003

第一机构：新乡学院

年份：2021

卷号：38

期号：2

起止页码：63-67

中文期刊名：精细石油化工

外文期刊名：Speciality Petrochemicals

收录：CSTPCD;;Scopus

基金：国家自然科学基金(21602189);河南省高等学校青年骨干教师培养计划(2020GGJS248);大学生创新创业训练国家级项目(202011071011)。

语种：中文

中文关键词：鸟苷;巴豆苷;重氮化反应;合成方法

外文关键词：guanosine;Crotonoside;diazotization;synthetic methods

摘要：为了解决巴豆苷合成时原料价格高的问题,以廉价易得的鸟苷为原料,用乙酰基保护糖环上的羟基,再和POCl 3反应,将6位羰基转化为氯原子,继而在亚硝酸异戊酯作用下发生重氮化反应,将2位氨基转化为羟基,最后在饱和的NH_(3)/CH_(3)OH溶液中将6位氯原子氨解转化为氨基,同时脱除乙酰基,以4步和62%的总收率得到巴豆苷。该方法高效、简便,反应规模可以扩大到200 g,具有一定的应用前景。
In order to avoid high price of raw materials in the traditional synthesis of Crotonoside,This paper reported the synthesis of Crotonoside from guanosine with 4 steps and 62%total yield.Firstly,the hydroxyl groups of guanosine were protected by acetyl groups and then 6-carbonyl group was converted into chloride by POCl 3.Secondly,2-NH 2 was converted into—OH via diazotization with isoamyl nitrite.Finally,6-Cl was ammonolysized to—NH 2 in saturated NH_(3)/CH_(3)OH solution,and acetyl groups were removed at the same time.This method was efficient,simple and.The reaction scale could be expanded to 200 g,which made this route more attractive for industrial application.