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【结 构 式】

【分子编号】46929

【品名】((1R,2R)-2-[[(mesitylsulfonyl)oxy]methyl]cyclopropyl)methyl 2,4,6-trimethylbenzenesulfonate

【CA登记号】

【 分 子 式 】C23H30O6S2

【 分 子 量 】466.6196

【元素组成】C 59.2% H 6.48% O 20.57% S 13.74%

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:(VII)

Alkylation of N-ethyl mesitylenesulfonamide (I) with 4-bromobutyronitrile (II) in the presence of NaH afforded the cyano sulfonamide (III). After catalytic hydrogenation of the cyano group of (III), the resulting amine (IV) was acylated with mesitylenesulfonyl chloride (V) to give the bis-sulfonamide (VI) (1). Subsequent condensation of (VI) with the bis-sulfonate (VII) produced the tetra-sulfonamide (VIII). Finally, cleavage of the mesitylenesulfonyl protecting groups of (VIII) using HBr in HOAc furnished the corresponding tetraamine, which was isolated as the hydrochloride salt.

2 Marton, L.J.; Frydman, B. (SLIL Biomedical Corp.); Novel polyamine analog conjugates and quinone conjugates as therapies for cancers and prostate diseases. WO 0066175 .
1 Sarkar, A.; Basu, H.S.; Marton, L.J.; Valasinas, A.; Frydman, B.; Reddy, V.K.; Conformationally restricted analogues of 1N,14N-bisethylhomospermine (BE-4-4-4): Synthesis and growth inhibitory effects on human prostate cancer cells. J Med Chem 2001, 44, 3, 390.
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) 46925 N-ethyl-2,4,6-trimethylbenzenesulfonamide C11H17NO2S 详情 详情
(II) 34789 4-bromobutanenitrile 5332-06-9 C4H6BrN 详情 详情
(III) 46926 N-(3-cyanopropyl)-N-ethyl-2,4,6-trimethylbenzenesulfonamide C15H22N2O2S 详情 详情
(IV) 46927 N-(4-aminobutyl)-N-ethyl-2,4,6-trimethylbenzenesulfonamide C15H26N2O2S 详情 详情
(V) 41158 2,4,6-trimethylbenzenesulfonyl chloride 773-64-8 C9H11ClO2S 详情 详情
(VI) 46928 N-ethyl-N-[4-[(mesitylsulfonyl)amino]butyl]-2,4,6-trimethylbenzenesulfonamide C24H36N2O4S2 详情 详情
(VII) 46929 ((1R,2R)-2-[[(mesitylsulfonyl)oxy]methyl]cyclopropyl)methyl 2,4,6-trimethylbenzenesulfonate C23H30O6S2 详情 详情
(VIII) 46930 N-ethyl-N-[4-[[((1R,2R)-2-[[[4-[ethyl(mesitylsulfonyl)amino]butyl](mesitylsulfonyl)amino]methyl]cyclopropyl)methyl](mesitylsulfonyl)amino]butyl]-2,4,6-trimethylbenzenesulfonamide C53H78N4O8S4 详情 详情
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