Pentamorphone, A-4492, RX-77989
戊吗酮Chemical Name: 7,8-Didehydro-4,5alpha-epoxy-3-hydroxy-17-methyl-14-(pentylamino)morphinan-6-one; 14beta-(Pentylamino)morphinone
CAS No. 68616-83-1
项目整合开发状态: Phase III
项目研究机构: BOC (Originator), Reckitt & Colman (Originator)
合成路线:The reduction of 14beta-nitrocodeinone dimethylketal (I) with AlCl3-Zn and ammonium chloride in refluxing methanol gives 14beta-aminocodeinone dimethylketal (II),which is acylated with pentanoyl chloride and triethylamine in hot chloroform yielding 14beta-(pentanoylamino)codeinone dimethylketal (III).The reduction of (III) with LiAlH4 in THF affords 14beta-(pentylamino)codeinone (IV),which is finally demethylated by treatment with boron trichloride in methylene chloride at -30 C.
📌 参考资料/链接：
参考文献标题:Morphine derivs.,process for their preparation and medicines containing them
文献作者:Kobylecki,R.J.; Guest,I.G.; Lewis,J.W.; Kirby,G.W.(Reckitt & Colman Pharmaceuticals)
参考来源:DE 2812581
📄 详细内容
合成路线:The reduction of 14beta-nitrocodeinone dimethylketal (I) with AlCl3-Zn and ammonium chloride in refluxing methanol gives 14beta-aminocodeinone dimethylketal (II),which is acylated with pentanoyl chloride and triethylamine in hot chloroform yielding 14beta-(pentanoylamino)codeinone dimethylketal (III).The reduction of (III) with LiAlH4 in THF affords 14beta-(pentylamino)codeinone (IV),which is finally demethylated by treatment with boron trichloride in methylene chloride at -30 C.
参考文献标题:PENTAMORPHONE
文献作者:Prous,J.; Castar,J.
参考来源:Drugs Fut 1990,15(4),352
产品链接: CAS No. 68616-83-1››