Pd/C催化氢化高效脱除含氮糖中的苄基型保护基  

High-efficay removal of benzyl-type protective groups in azasugar applying Pd/C catalytic hydrogenation

作　　者：刘巧珍[1] 江富祥[1] 王果[1] 陈河如[1,2] 

机构地区：[1]暨南大学药学院中药及天然药物研究所,广东广州510632 [2]暨南大学广东省中药药效物质基础及创新药物研究重点实验室,广东广州510632

出　　处：《暨南大学学报（自然科学与医学版）》2013年第3期319-323,共5页Journal of Jinan University(Natural Science & Medicine Edition)

基　　金：广东省科技计划项目(2010A030100006);国家自然科学基金项目(81172982)

摘　　要：通过抽真空脱除Pd/C催化剂表面吸附的有害气体以及利用高纯氮气对反应体系进行脱气,本实验方法能够高效脱除苄基保护的N-取代fagomine衍生物的保护基,而且哌啶环N-苄基型取代基也可以被脱去.其中,N-非苄基型取代fagomine衍生物的脱保护反应的收率为94%～98%.所有化合物的结构均经质谱和核磁共振谱确证.In the present study, benzyl-type protective groups in azasugar were found be able to be re- moved high effectively by Pd/C catalytic hydrogenation, in which Pd/C was pre-treated by vacuum and reaction system was degassed previously. The benzyl-type substituent group at N-position of piperidine was also removed under the same condition. The deprotection yields of non benzyl-type N-substituted fagomine derivatives were 94% to 98%. The structures of all the compounds were confirmed by ESI-MS and NMR analysis.

关 键 词：催化氢化 脱保护 (2R 3R 4R)-2-羟甲基哌啶-3 4-二醇(fagomine) 含氮糖 

分 类 号：O629.7[理学—有机化学]