| 新型香豆素-7，8-环磷酰胺衍生物的合成与NMR研究 |
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| 引用本文： | 陈晓岚,周亚东,袁金伟,刘向前,张守仁,屈凌波,赵玉芬.新型香豆素-7，8-环磷酰胺衍生物的合成与NMR研究[J].波谱学杂志,2009,26(3):301-307. |
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| 作者姓名： | 陈晓岚 周亚东 袁金伟 刘向前 张守仁 屈凌波 赵玉芬 |
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| 作者单位： | 1.郑州大学 化学系，河南省化学生物学与有机化学重点实验室，河南 郑州 450052; 2.河南工业大学 化学化工学院，河南 郑州 450052; 3.清华大学 化学系，生命有机磷化学与化学生物学教育部重点实验室，北京 100084 |
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| 基金项目： | 国家自然科学基金资助项目，河南省杰出青年基金资助项目 |
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| 摘 要： | 以7-羟基香豆素为原料，经过Mannich反应化学选择性地得到了8位的7-羟基香豆素Mannich碱，然后在三乙胺存在的条件下，与磷酰二氯氮芥发生环合反应得到了一种新型的香豆素-7，8-环磷酰胺衍生物. 通过中间产物Mannich碱和目标产物的NMR图谱，都证实了Mannich反应的化学选择性位点是7-羟基香豆素的8位而不是6位；通过DEPT、1H-1H COSY，HSQC和HMBC等2D NMR技术对目标化合物的1H 和13C NMR数据进行了全归属和较详细的解析.
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| 关 键 词： | 核磁共振(NMR) 归属 2D NMR 香豆素-7，8-环磷酰胺衍生物 |
| 收稿时间： | 2008-11-11 |
| 修稿时间： | 2008-12-01 |
Synthesis and NMR Characterization of a New Coumarin-7, 8-cyclophosphoramide Derivative |
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| CHEN Xiao-lan,ZHOU Ya-dong,YUAN Jin-wei,LIU Xiang-qian,ZHANG Shou-ren,QU Ling-bo,ZHAO Yu-fen.Synthesis and NMR Characterization of a New Coumarin-7, 8-cyclophosphoramide Derivative[J].Chinese Journal of Magnetic Resonance,2009,26(3):301-307. |
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| Authors: | CHEN Xiao-lan ZHOU Ya-dong YUAN Jin-wei LIU Xiang-qian ZHANG Shou-ren QU Ling-bo ZHAO Yu-fen |
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| Institution: | 1.Key Laboratory of Chemical Biology and Organic Chemistry, Department of Chemistry, Zhengzhou University, Zhengzhou 450052, China; 2.School of Chemistry & Chemical Engineering, Henan University of Technology, Zhengzhou 450052, China; 3.Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology, Ministry of Education, Department of Chemistry, Tsinghua University, Beijing 10084, China |
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| Abstract: | The Mannich reaction was used to aminomethylate 7-hydroxycoumarin selectively at the 8-C position. The product, 8-(N-alkylaminomethyl) coumarin, was then coupled with bis-β-chloroethyl dichlorophosphamide to form a novel coumarin-7, 8-cyclophosphoramide derivative via the cyclized reaction. The intermediate and the product were analyzed by NMR spectroscopy. The results confirmed the reaction pathway. The structure of the final product was elucidated by DEPT and 2D NMR techniques including 1H-1H COSY, HSQC and HMBC. All 1H and 13C NMR chemical shifts of the title compound were assigned. |
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| Keywords: | 2DNMR |
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