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【结 构 式】 
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【分子编号】18968 【品名】N-[4-(2-aminoethyl)phenyl]-4-bromobenzenesulfonamide 【CA登记号】 |
【 分 子 式 】C14H15BrN2O2S 【 分 子 量 】355.25538 【元素组成】C 47.33% H 4.26% Br 22.49% N 7.89% O 9.01% S 9.03% |
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：(XIII)2) Alternatively, amine (VI) was selectively protected as the carbamate (XI) with di-tert-butyl dicarbonate. This compound was condensed with sulfonyl chloride (IX) and pyridine to afford sulfonamide (XII), and the Boc protecting group was then removed with trifluoroacetic acid to give the primary amine (XIII). Subsequent addition of (XIII) to epoxide (V) provided the phenoxypropanolamine (XIV), and the silyl group was finally eliminated with methanolic HCl.
| 【1】 Weber, A.E.; Mathvink, R.J.; Perkins, L.; Hutchins, J.E.; Candelore, M.R.; Tota, L.; Strader, C.D.; Wyvratt, M.J.; Fisher, M.H.; Potent, selective benzenesulfonamide agonists of the human beta3 adrenergic receptor. Bioorg Med Chem Lett 1998, 8, 9, 1101. |
| 【2】 Fisher, M.H.; Mathvink, R.J.; Ok, H.O.; Parmee, E.R.; Weber, A.E. (Merck & Co., Inc.); Substd. phenyl sulfonamides as selective beta3 agonists for the treatment of diabetes and obesity. CA 2114712; EP 0611003; JP 1995010827; US 5451677; WO 9418161 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (V) | 18960 | tert-butyl(dimethyl)[4-[(2S)oxiranylmethoxy]phenoxy]silane; tert-butyl(dimethyl)silyl 4-[(2S)oxiranylmethoxy]phenyl ether | C15H24O3Si | 详情 | 详情 | |
| (VI) | 18961 | 4-(2-aminoethyl)aniline; 4-(2-aminoethyl)phenylamine | 13472-00-9 | C8H12N2 | 详情 | 详情 |
| (IX) | 18964 | 4-bromobenzenesulfonyl chloride | 98-58-8 | C6H4BrClO2S | 详情 | 详情 |
| (XI) | 18966 | tert-butyl 4-aminophenethylcarbamate | C13H20N2O2 | 详情 | 详情 | |
| (XII) | 18967 | tert-butyl 4-[[(4-bromophenyl)sulfonyl]amino]phenethylcarbamate | C19H23BrN2O4S | 详情 | 详情 | |
| (XIII) | 18968 | N-[4-(2-aminoethyl)phenyl]-4-bromobenzenesulfonamide | C14H15BrN2O2S | 详情 | 详情 | |
| (XIV) | 18969 | 4-bromo-N-[4-(2-[[(2S)-3-(4-[[tert-butyl(dimethyl)silyl]oxy]phenoxy)-2-hydroxypropyl]amino]ethyl)phenyl]benzenesulfonamide | C29H39BrN2O5SSi | 详情 | 详情 |
Extended Information