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【结 构 式】

【分子编号】47464

【品名】4-nitro-N-[(E)-phenyl-lambda(3)-iodanylidene]benzenesulfonamide

【CA登记号】

【 分 子 式 】C12H9IN2O4S

【 分 子 量 】404.18501

【元素组成】C 35.66% H 2.24% I 31.4% N 6.93% O 15.83% S 7.93%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(I)

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.

1 Dauban, P.; et al.; N1-Arylsulfonyl-N2-(1-aryl)ethyl-3-phenylpropane-1,2-diamines as novel calcimimetics acting on the calcium sensing receptor. Bioorg Med Chem Lett 2000, 10, 17, 2001.
2 Potier, P.J.-P.S.J.; Ruat, M.; Dauban, P.M.; Faure, H.V.; Dodd, R. (CNRS (Centre National de la Recherche Scientifique)); Aralkyl-1,2-diamines having calcimimetic activity and preparation mode. WO 0134562 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 47464 4-nitro-N-[(E)-phenyl-lambda(3)-iodanylidene]benzenesulfonamide C12H9IN2O4S 详情 详情
(II) 47465 1-allylbenzene 300-57-2 C9H10 详情 详情
(III) 47466 2-benzyl-1-[(4-nitrophenyl)sulfonyl]aziridine C15H14N2O4S 详情 详情
(IV) 47470 1-(1-naphthyl)ethylamine; 1-(1-naphthyl)-1-ethanamine C12H13N 详情 详情
(V) 47467 N-(1-benzyl-2-[[1-(1-naphthyl)ethyl]amino]ethyl)-4-nitrobenzenesulfonamide C27H27N3O4S 详情 详情
(VI) 47468 N-(2-amino-3-phenylpropyl)-N-[1-(1-naphthyl)ethyl]amine; N(1)-[1-(1-naphthyl)ethyl]-3-phenyl-1,2-propanediamine C21H24N2 详情 详情
(VII) 47469 3,4-dimethoxybenzenesulfonyl chloride 23095-31-0 C8H9ClO4S 详情 详情
Extended Information