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以8a-甲氧基-4,4a,5,8-四氢-1,2-苯并口恶嗪-3-羧酸乙酯(1a)为起始原料,经NaOH醇溶液和酸处理,在4-pyrrolidinopyridine和碳化双(环己基亚胺)(DCC)的存在下与3-氨基-7,8-二甲氧基香豆素(2)进行了酰胺化反应,合成了天然产物Trichodermamides的类似物T-1,总收率为61.6%,T-1通过了1HNMR,13CNMR,IR和元素分析等光谱学的结构表征;同时水解反应研究发现,含苯并口恶嗪双环结构的化合物1a可水解脱去酯基,而口恶嗪双环8a位上连有两个O的缩酮类似结构可稳定地保留。
Starting from ethyl 8a-methoxy-4,4a, 5,8-tetrahydro-1,2-benzoxazine-3-carboxylate (1a) Amidation of 3-amino-7,8-dimethoxycoumarin (2) with 4-pyrrolidinopyridine and bis (cyclohexylimine) (DCC) carbide in the presence of a natural product Trichodermamides The total yield of T-1 was 61.6%. T-1 was characterized by 1HNMR, 13CNMR, IR and elemental analysis. At the same time, it was found that the compound 1a with benzo-benzoxazine bicyclic structure was water-soluble The de-esterification group is liberated, while the ketal analogous structure with two O at the 8-position of the oxabenzobis is stably retained.