摘要
以顺丁烯二酸酐和呋喃为起始原料,经Diels-Alder[4+2]缩合反应,制备去甲去氢斑蝥素,同时在去甲去氢斑蝥素分子中引入电负性较大的氧原子、氮原子。去甲去氢斑蝥素经SN2取代、缩合和过氧酸氧化三步反应,合成了5,6-环氧去甲去氢斑蝥素衍生物,去甲去氢斑蝥素经S_N2取代、缩合、过氧酸氧化和取代四步反应,得到5,6-二羟基去甲去氢斑蝥素衍生物。所得化合物均经~1HNMR和ESI-MS确证。
Dehydronor cantharidin is synthesized from maleic anhydride and furan by Diels-Alder reaction. The polar groups on dehydronorcantharidin were introduced. 5,6-epoxy-dehydronorcantharidin derivatives were prepared by the steps of SN2,condensation,oxidation by m-CPBA. 5,6-dihydroxy-dehydronorcantharidin derivatives were synthesized by the steps of SN2,condensation,oxidation by m-CPBA,and substitution reaction. The structures of all the target compounds were confirmed by1 HNMR and MS.
出处
《化学试剂》
CAS
北大核心
2016年第3期268-272,共5页
Chemical Reagents
关键词
斑蝥素
去甲去氢斑蝥素
衍生物
合成
cantharidin
dehydronorcantharidin
derivative
synthesis