(R)-(-)-1-(2-萘基)-2-N-甲基氨基乙醇的合成  

Synthesis of(R)-(-)-1-(2-naphthyl)-2-(N-methyl)aminoethanol

作　　者：柳文敏[1] 宋瑞娟[1] 张生勇[1] 

机构地区：[1]第四军医大学药学系化学教研室,陕西西安710032

出　　处：《中国药物化学杂志》2005年第5期271-273,共3页Chinese Journal of Medicinal Chemistry

基　　金：国家自然科学基金项目(20372083)

摘　　要：目的研究拟β-肾上腺素(R)-(-)-1-(2-萘基)-2-N-甲基氨基乙醇(1)的合成方法.方法以β-萘乙烯(2)为原料,通过烯烃的Sharpless不对称双羟化、环化、选择性开环、催化氢化、甲酰化、还原等6步反应制备目标产物.结果与结论设计的合成路线以β-萘乙烯计,6步反应总收率为39.3%,ee值高达97%～99%,合成路线易行.目标产物的结构经质谱、红外光谱、1H-NMR和13C-NMR确证.Aim To investigate a synthesis method for β- adrenergic blocker, （R）-（ - ）-1-（2-naphthyl）-2- （N-methyl） aminoethanol（1）. Methods With 2-vinylnaphthalene as starting material, the target compound was obtained through six steps, Sharpless asymmetric dihydroxylation, cyclization, selective ring opening, catalytic hydrogenation, formylation and reduction. Results and conclusions A facile synthetic route for the target compound was provided through a six-step procedure starting from 2-vinylnaphthalene in a total yield of 39.3% with ee up to 97% -99%, and the structure was verified by IR, ^1H-NMR, ^13C-NMR and MS.

关 键 词：药物化学 化合物制备 不对称合成 (R)-(-)-1-(2-萘基)-2-N-甲基氨基乙醇 手性连二醇 手性β-叠氮醇 手性Β-氨基醇 

分 类 号：R914[医药卫生—药物化学]