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2DNMR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.
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-^H COSY, HSQC and HMBC. All ^1H and ^13C NMR chemical shifts of the title compound were assigned.