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四氢β-咔啉类化合物的1H NMR及立体化学研究
引用本文:杨宪斌 Winte.,E.四氢β-咔啉类化合物的1H NMR及立体化学研究[J].波谱学杂志,1991,8(3):317-326.
作者姓名:杨宪斌 Winte.  E
作者单位:1. 天然药物及仿生药物国家重点实验室;2. Institut fur organische Chemie, Universitat Hannover, 西德
基金项目:国家自然科学基金、国家教委优秀年轻教师基金、德国洪堡基金资助
摘    要:本文提供了三类(六个)代表性四氢β-咔啉化合物的2D-NMR的同核二维相关谱(cosy)和同核NOE谱(NOESY)。根据实验测得的分子中有关基团间显示的NOE关系,指定了所有化合物的构型。借助分子模型,讨论了它们的构象。

关 键 词:四氢β-咔啉  2D-NMR  立体化学  
收稿时间:1990-07-20

THE STUDY ON 1H NMR AND STEREOCHEMISTRY OF TETRAHYDRO-β-CARBOLINES
Yang Xianbin,Peng Shiqi,Jiang Tianyi,Zhang Zhiliang,Ekkehard Winterfeldt.THE STUDY ON 1H NMR AND STEREOCHEMISTRY OF TETRAHYDRO-β-CARBOLINES[J].Chinese Journal of Magnetic Resonance,1991,8(3):317-326.
Authors:Yang Xianbin  Peng Shiqi  Jiang Tianyi  Zhang Zhiliang  Ekkehard Winterfeldt
Institution:1. Reaearch Labo. of Natural & Biomimetic Drugs, Beijing Medical University, Beijing;2. Iastitut fur Organiscbe Chem., Uni. Hannover, West-Germany
Abstract:L-Tryptophanc methyl ester reacts with corresponding monoacetal of malonaldchydc under Pictct-Spenglcr conditions followed by Michael additions of methyl vinyl ketone to give diastereoisomcrs of tetrahydro-β-carbolines la,b, 2a,b and 3a,b. Their COSY and NOESY 2D-NMR spectroscopy were studied here. It was shown that in 1a, 2a, and 3a, there were NOE relationships between 3-H and 3'-H, in lb, 2b, and 3b however there were NOE relationships between OCH3 and CO2CH3 (for lb and 2b) or between 5'-CH3 and CO2CH3 (for 3b). Based on the results of NOE and the help of Dreiding Stereomodels their conformations were discussed.
Keywords:Stereo chemistry  Tetrahydro-β-carboline  2D-KMR  
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