【结 构 式】 |
【分子编号】29290 【品名】tert-butyl (2R)-2-hydroxy-2-(3-pyridinyl)ethyl(4-[[(4-[5-[4-(trifluoromethoxy)benzyl]-1,2,4-oxadiazol-3-yl]phenyl)sulfonyl]amino]phenethyl)carbamate 【CA登记号】 |
【 分 子 式 】C36H36F3N5O7S 【 分 子 量 】739.7725496 【元素组成】C 58.45% H 4.9% F 7.7% N 9.47% O 15.14% S 4.33% |
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:(VI)Condensation of the protected aniline derivative (I) with 4-cyanobenzenesulfonyl chloride (II) in the presence of pyridine afforded sulfonamide (III). Subsequent reaction of he nitrile group of (III) with hydroxylamine provided the corresponding amidoxime (IV), which was reacted with 4-(trifluoromethoxy)phenylacetic acid (V) and EDC to produce the oxadiazole (VI). Finally, the Boc protecting group of (VI) was removed by treatment with trifluoroacetic acid.
【1】 Biftu, T.; Feng, D.D.; Fisher, M.H.; Kuo, C.-H.; Liang, G.-B.; Weber, A.E.; Naylor, E.M. (Merck & Co., Inc.); Oxadiazole benzenesulfonamides as selective beta3 agonists for the treatment of diabetes and obesity. EP 0906310; US 6034106; WO 9746556 . |
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) | 26553 | tert-butyl 4-aminophenethyl[(2R)-2-hydroxy-2-(3-pyridinyl)ethyl]carbamate | C20H27N3O3 | 详情 | 详情 | |
(II) | 29284 | 4-cyanobenzenesulfonyl chloride | 49584-26-1 | C7H4ClNO2S | 详情 | 详情 |
(III) | 29285 | tert-butyl 4-[[(4-cyanophenyl)sulfonyl]amino]phenethyl[(2R)-2-hydroxy-2-(3-pyridinyl)ethyl]carbamate | C27H30N4O5S | 详情 | 详情 | |
(IV) | 29286 | tert-butyl 4-[([4-[amino(hydroxyimino)methyl]phenyl]sulfonyl)amino]phenethyl[(2R)-2-hydroxy-2-(3-pyridinyl)ethyl]carbamate | C27H33N5O6S | 详情 | 详情 | |
(V) | 29289 | 2-[4-(trifluoromethoxy)phenyl]acetic acid | 4315-07-5 | C9H7F3O3 | 详情 | 详情 |
(VI) | 29290 | tert-butyl (2R)-2-hydroxy-2-(3-pyridinyl)ethyl(4-[[(4-[5-[4-(trifluoromethoxy)benzyl]-1,2,4-oxadiazol-3-yl]phenyl)sulfonyl]amino]phenethyl)carbamate | C36H36F3N5O7S | 详情 | 详情 |
Extended Information