PHD-321
Chemical Name: N-[1-Benzyl-2-[1-(1-naphthyl)ethylamino]ethyl]-3,4-dimethoxybenzenesulfonamide hydrochloride
项目整合开发状态: Biological Testing
项目研究机构: CNRS (Originator)
合成路线:The condensation of allyl benzene (II) with (4-nitrophenylsulfonylimino)phenyliodinane (I) by means of Cu-OTf or Cu(OTf)2 in acetonitrile gives the sulfonyl aziridine (III),which is treated with 1-(1-naphthyl)ethylamine (IV) to yield the sulfonamide (V).The cleavage of the 4-nitrophenylsulfonyl group of (V) by means of thiophenol,DMSO and K2CO3 in hot acetonitrile affords the primary amine (VI),which is finally condensed with 3,4-dimetoxyphenylsulfonyl chloride (VII) and TEA in dichloromethane to provide the target sulfonamide.
📌 参考资料/链接：
参考文献标题:Aralkyl-1,2-diamines having calcimimetic activity and preparation mode
文献作者:Potier,P.J.-P.S.J.; Ruat,M.; Dauban,P.M.; Faure,H.V.; Dodd,R.(CNRS (Centre National de la Recherche Scientifique))
参考来源:WO 0134562
📄 详细内容
合成路线:The condensation of allyl benzene (II) with (4-nitrophenylsulfonylimino)phenyliodinane (I) by means of Cu-OTf or Cu(OTf)2 in acetonitrile gives the sulfonyl aziridine (III),which is treated with 1-(1-naphthyl)ethylamine (IV) to yield the sulfonamide (V).The cleavage of the 4-nitrophenylsulfonyl group of (V) by means of thiophenol,DMSO and K2CO3 in hot acetonitrile affords the primary amine (VI),which is finally condensed with 3,4-dimetoxyphenylsulfonyl chloride (VII) and TEA in dichloromethane to provide the target sulfonamide.
参考文献标题:N1-Arylsulfonyl-N2-(1-aryl)ethyl-3-phenylpropane-1,2-diamines as novel calcimimetics acting on the calcium sensing receptor
文献作者:Dauban,P.; Ferry,S.; Faure,H.; Ruat,M.; Dodd,R.H.
参考来源:Bioorg Med Chem Lett 2000,10(17),2001