PHD-321-药物合成数据库

【药物名称】PHD-321

化学结构式(Chemical Structure):

参考文献No.	49248
标题:	Aralkyl-1,2-diamines having calcimimetic activity and preparation mode
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))
来源:	WO 0134562

合成路线图解说明: 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No.	591320
标题:	N1-Arylsulfonyl-N2-(1-aryl)ethyl-3-phenylpropane-1,2-diamines as novel calcimimetics acting on the calcium sensing receptor
作者:	Dauban, P.; Ferry, S.; Faure, H.; Ruat, M.; Dodd, R.H.
来源:	Bioorg Med Chem Lett 2000,10(17),2001

合成路线图解说明: 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.