(S)-(+)-2-(2-萘)-2-N-甲基氨乙醇的合成与表征  

Synthesis and characterization of (S)-(+)-2-(2-naphthyl)-2-(N-methyl)aminoethanol

作　　者：柳文敏[1] 陈建国[1] 刘雪英[2] 张生勇[2] 

机构地区：[1]南阳师范学院化学与制药工程学院,河南南阳473061 [2]第四军医大学药学系,陕西西安710032

出　　处：《化学试剂》2007年第3期132-134,共3页Chemical Reagents

基　　金：国家自然科学基金资助项目(20372083)

摘　　要：以β-萘乙烯为原料，通过烯烃的Sharpless不对称双羟化、环化、开环、催化氢化、甲酰化、还原等6步反应，生成标题化合物，总产率以β-萘乙烯计为39．7％，e．e．值高达97％-99％。对产物进行了质谱、红外光谱、^1HNMR和^13CNMR表征。（ S ）-（ ＋ ）-2-（ 2-Naphthyl ）-2-（ N-methyl ） aminoethanol was synthesized from （ R ）-1-naphthalen-2- ylethane-1,2-diol produced by the Sharpless asymmetric dihydroxylation, eyelization of diols, azide opening of epoxides, catalytic hydrogenation of the resulting azido alcohols, formylation of the chiral β-amino alcohol and reduction of the corresponding formamide. The six-step procedure starting from 2-vinylnaphthalene resulted in a total yield of 39.7% with the e. e.values reaching up to 97% - 99%. Its structure was characterized by IR, ^1HNMR, ^13CNMR and MS.

关 键 词：不对称二羟化 不对称合成 手性连二醇 手性β-叠氮醇 手性Β-氨基醇 (S)-(+)-2-(2-萘)-2-N-甲基氨乙醇 

分 类 号：O643.32[理学—物理化学]