新产品编号:1346791
Chemical Name: N-Isopropylcarbamic acid 5,10-dioxo-5,10-dihydropyrido[3,2-g]quinolin-3-ylmethyl ester
项目整合开发状态: Biological Testing
项目研究机构: Chungbuk National University (Originator), Konkuk University (Originator)
合成路线:The hetero Diels-Alder condensation of quinolinedione (I) with the azabutadiene (II) in the presence of ZnBr2 produced regioselectively the pyridoquinoline (III).Benzylic bromination of (III) using N-bromosuccinimide then gave bromomethyl derivative (IV).Subsequent treatment of (IV) with NaOAc in DMF,followed by hydrolysis of the resulting acetate (V),afforded 3-(hydroxymethyl)pyridoquinoline (VI).This was finally treated with isopropyl isocyanate in the presence of Et3N and dibutyltin diacetate to yield the target carbamate.(1,2)
📌 参考资料/链接：
参考文献标题:Synthesis and in vitro cytotoxicity of 3-substituted-1,8-diazaanthraquinones produced by Lewis-acid catalyzed hetero Diels-Alder reaction
文献作者:Lee,H.; Lee,S.I.; Yang,S.I.
参考来源:Bioorg Med Chem Lett 1998,8(21),2991
📄 详细内容
合成路线:The hetero Diels-Alder condensation of quinolinedione (I) with the azabutadiene (II) in the presence of ZnBr2 produced regioselectively the pyridoquinoline (III).Benzylic bromination of (III) using N-bromosuccinimide then gave bromomethyl derivative (IV).Subsequent treatment of (IV) with NaOAc in DMF,followed by hydrolysis of the resulting acetate (V),afforded 3-(hydroxymethyl)pyridoquinoline (VI).This was finally treated with isopropyl isocyanate in the presence of Et3N and dibutyltin diacetate to yield the target carbamate.(1,2)
参考文献标题:Synthesis and in vitro evaluation of 1,8-diazaanthraquinones bearing 3-dialkylaminomethyl or 3-(N-alkyl- or N-aryl)carbamoyloxymethyl substituent
文献作者:Lee,H.; Lee,S.-I.; Cho,J.; Choi,S.U.; Yang,S.-I.
参考来源:Eur J Med Chem 2003,38(7-8),695