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新产品编号:1813481

Chemical Name: 8-Chloro-6-methyl-2,3,5,6-tetrahydro-1H-benzo[c]quinolizin-3-one
项目整合开发状态: Biological Testing
项目研究机构: Universit?degli Studi di Firenze (Originator)
合成路线:Lactam (I) was protected as the tert-butyl carbamate (II) by treatment with Boc2O in the presence of Et3N and DMAP.After reduction of (II) with NaBH4 in EtOH at -25 C,reaction with ethanolic HCl produced the ethoxy derivative (III).Treatment with TiCl4 in CH2Cl2 at -30 C generated the intermediate iminium salt (IV),that was converted into the target benzoquinolizinone system (VI) by the tandem Mannich-Michael condensation with 2-(trimethylsilyloxy)-1,3-butadiene (V).Finally,oxidation of (V) with mercuric acetate produced the desired unsaturated compound.
📌 参考资料/链接:
参考文献标题:Synthesis of 8-chloro-benzo[c]quinolizin-3-ones as potent and selective inhibitors of human steroid 5alpha-reductase 1
文献作者:Guarna,A.; Occhiato,E.G.; Scarpi,D.; Zorn,C.; Danza,G.; Comerci,A.; Mancina,R.; Serio,M.
参考来源:Bioorg Med Chem Lett 2000,10(4),353