新产品编号:1103163
Chemical Name: 6-(3,5-Dimethylisoxazol-4-ylsulfonamido)-1'-[2-(1-naphthyl)ethyl]-3,4-dihydrospiro[2H-1-benzopyran-2,4'-piperidin]-4-one
项目整合开发状态: Biological Testing
项目研究机构: Merck & Co. (Originator)
合成路线:Friedel-Crafts acetylation of acetaminophen (I) using acetyl chloride and AlCl3 gave acetophenone (II).Subsequent condensation of (II) with N-(tert-butoxycarbonyl)-4-piperidone (III) in the presence of pyrrolidine provided the spirochroman-2,4'-piperidine (IV),from which the diamine (V) was obtained by acid hydrolysis.The piperidine amino group of (VI) was then alkylated with 1-(2-bromoethyl)naphthalene (VI) to afford (VII).Finally,condensation of the remaining amino group of (VII) with the sulfonyl chloride (VIII) furnished the title sulfonamide.
📌 参考资料/链接:
参考文献标题:4-Oxospiro[benzopyran-2,4'-piperidines] as selective alpha1a-adrenergic receptor antagonists
文献作者:Nerenberg,J.B.; Erb,J.M.; Bergman,J.M.; O'Malley,S.; Chang,R.S.; Scott,A.L.; Broten,T.P.; Bock,M,G.
参考来源:Bioorg Med Chem Lett 1999,9(2),291