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N_b—甲基四氢海曼和合成中间体的~1H NMR及立体化学

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

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【作者】 杨宪斌郭敏江忝益姚冰彭师奇EkkehardWinterfeldt

【Author】 Yang Xianbin , Guo Ming , Jiang Tianyi Yao Bing and Peng Shiqi(State Key Lab. of Natural & Biomimctic Drugs, Beijing Medical University,Beijing 100083 )Ekkehard Winterfe/dt(Institute Fur Organische Chem. , Uni. Hannover, D-3000 FR Germany)

【机构】 北京医科大学天然药物及仿生药物国家重点实验室Institute 北京 100083北京 100083fur Organische ChemieUniversitat HannoverD-300 FR Germany

【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。

【Abstract】 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.

【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
  • 【文献出处】 波谱学杂志 ,Chinese Journal of Magnetic Resonance , 编辑部邮箱 ,1993年02期
  • 【被引频次】1
  • 【下载频次】40
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