新产品编号:1156951

Chemical Name: 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: Applied Research Systems (Originator), Serono (Originator)
合成路线:Dihydroquinolinone (I) was protected as the tert-butyl carbamate (II) by condensation with di-tert-butyl dicarbonate.Reduction of (II) with NaBH4 in EtOH at -25 C,followed by reaction with ethanolic HCl provided ethoxy compound (III).Subsequent treatment of (III) with 2-silyloxy-1,3-butadiene (V) and trimethylsilyl triflate afforded benzoquinolizinone (VI),through the sequence of Mannich condensation of intermediate N-tert-Boc iminium salt (IV) with silyl enol ether (V),followed by Michael cyclization of the unsaturated ketone.Then,oxidation with mercuric acetate provided the target 4-4a unsaturated compound together with a minor amount of 1,2-unsaturated product.