制备3-O-去红霉糖红霉素衍生物的新途径(英文)  

A new approach to 3-O-descladinosylerythromycin A derivatives

作　　者：张为革[1] 齐平[2] 李春刚[1] 谢寅省[1] 高翔[1] 计志忠[1] 

机构地区：[1]沈阳药科大学制药工程学院,辽宁沈阳110016 [2]北京军区总医院药剂科,北京100700

出　　处：《中国药物化学杂志》2003年第3期162-165,共4页Chinese Journal of Medicinal Chemistry

基　　金：TheprojectwassupportedbyShenyangBureauofScience&Technology (2 0 0 12 2 8- 0 9- 0 5 )

摘　　要：目的开发一种合成酮基内酯和酰基内酯常用中间体 3 O 去红霉糖衍生物的新方法。方法红霉素 9(E) (O 烷基 ) 肟衍生物与对甲基苯磺酸一水合物在DMF中于室温下反应选择性水解红霉素得到相应的 3 O 去红霉糖衍生物。结果高收率得到 3 O 去红霉糖衍生物并利用MS、13 C NMR、1H NMR和IR确定了其结构。结论该方法是制备 3 O 去红霉糖红霉素衍生物的简捷、有效的新途径。Aim To develop a new procedure for the synthesis of 3- O -descladinosylerythromycin A derivatives as very useful synthetic intermediates of ketolides and acylides.Method Selective cleavage of cladinose by treatment of erythromycin A 9 (E) -( O -alkyl)-oxime derivatives with p -toluenesulfonic acid monohydrate at room temperature in DMF provided corresponding 3- O -descladinosylerythromycin A derivatives.Results 3- O -descladinosylerythromycin A derivatives were obtained in excellent yields while their structures were characterized by the applications of MS, 13 C-NMR, 1H-NMR and IR.Conclusion The present method was proved to be a more convenient and effective approach to 3- O -descladinosylerythromycin A derivatives.

关 键 词：药物化学 合成 水解 3-O-去红霉糖红霉素衍生物 

分 类 号：TQ465.5[化学工程—制药化工]