(R)-3-氨基-2,3,4,5-四氢-1H-[1]-2-氧代苯并氮杂的合成  

Synthesis of(R)-3-Amino-2,3,4,5-tetrahydro-1H-[1]-2-oxobenzazepin

作　　者：李宗圣[1,2] Michael H. CHEN 

机构地区：[1]首都经济贸易大学安全与环境工程学院,北京100070 [2]北京奥特康森药物科技服务有限公司,北京100176

出　　处：《中国医药工业杂志》2010年第2期85-87,共3页Chinese Journal of Pharmaceuticals

基　　金：国家自然科学基金项目(20601007)

摘　　要：3,4-二氢-2H-萘-1-酮与盐酸羟胺反应后,在PPA中经Beckmann重排、碘代得到3-碘代-2,3,4,5-四氢-1H-[1]-2-氧代苯并氮杂(5),5经氨解、D-焦谷氨酸拆分、浓氨水处理后催化氢化还原,得到(R)-3-氨基-2,3,4,5-四氢-1H-[1]-2-氧代苯并氮杂,总收率约44%,纯度98%,ee值99.5%。（R） -3-Amino-2,3,4,5-tetrahydro- 1H- [ 1 ]-2-oxobenzazepin was synthesized by reaction from 3,4-dihydro-2H-naphthalen-1-one by reaction with hydroxylamine hydrochloride, Beckmann rearrangement in PPA and iodination with HMDS/I2 to give 3-iodo-2,3,4,5-tetrahydro-lH-[1]-2-oxobenzazepin, which was subjected to ammonolysis, resolution with D-pyroglutamic acid, treatment with NH3·H2O and then catalytic hydrogenated reduction. The overall yield was about 44%, with 98% purity and 99.5% ee.

关 键 词：(R)-3-氨基-2 3 4 -2-氧代苯并氮杂 生长激素促分泌素 中间体 拆分 合成 

分 类 号：O626.5[理学—有机化学]