N_b—甲基四氢海曼和合成中间体的~1H NMR及立体化学  被引量:1

THE STUDY ON ~1H NMR AND STEREOCHEMISTRY OF N^b- METHYL - TETRAHYDROHARMAN

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作  者:杨宪斌[1] 郭敏[1] 江忝益 姚冰[1] 彭师奇[1] EkkehardWinterfeldt 

机构地区:[1]北京医科大学天然药物及仿生药物国家重点实验室,北京100083 [2]Institute

出  处:《波谱学杂志》1993年第2期149-156,共8页Chinese Journal of Magnetic Resonance

基  金:国家自然科学基金;国家教委优秀年轻教师基金;德国洪堡基金

摘  要:本文提供了N_b-甲基四氢海曼和合成中间体,共十个化合物的~1H NMR谱。各谱线的归属依据它们的2D NMR的同核二维相关谱,COSY指定。根据NOE效应,指定了化合物的构型。借助分子模型,讨论了可能的构象。Using Pictet-Spengler condensation, ammonification, methylation, dehydration and decyanation, Nb-methyl -tetrahydroharman and the synthetic intermediates 1S,S、1S,R、2S,S、 2S, R、3S,S、3S,R、4S,S、4S, R were obtained. Their 1H NMR spectra were assigned based on COSY spectroscopy and their configurations of 1-C were determined by NOE experiments. It was shown that for all of the S, S isomers there were NOE relationships between 1-H and 3-H and for all of the S, R isomers NOE relationships between 1-CH3 and 3-H. Based on the results of NOE and the help of Dreiding stereomodels their conformations were discussed.

关 键 词:四氢海曼 立体化学 NMR 二维 

分 类 号:O629.9[理学—有机化学]

 

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