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【结 构 式】 
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【分子编号】28174 【品名】2,4-dibromo-6-[[cyclohexyl(methyl)amino]methyl]aniline 【CA登记号】 |
【 分 子 式 】C14H20Br2N2 【 分 子 量 】376.13428 【元素组成】C 44.71% H 5.36% Br 42.49% N 7.45% |
与该中间体有关的原料药合成路线共 2 条
合成路线1
该中间体在本合成路线中的序号：(I)The acylation of 2,4-dibromo-6-(N-cyclohexyl-N-methylaminomethyl)aniline (I) with 4-(ethoxycarbonyloxy)-3-methoxybenzoyl chloride (II) in CHCl3 gives the corresponding amide (III), which is deprotected by a treatment with aqueous 20% NaOH.
| 【1】 Koshinaka, E.; Ogawa, N.; Kurata, S.; Yamagashi, K.; Kato, I. (Hokuriku Seiyaku Co., Ltd.); 2-Benzoylamino substituted benzylamine derivative and a process for preparation thereof. DE 3209970; EP 0061157; ES 510608 . |
| 【2】 Chu, S.S.; BR-227. Drugs Fut 1985, 10, 3, 186. |
| 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) | 28174 | 2,4-dibromo-6-[[cyclohexyl(methyl)amino]methyl]aniline | C14H20Br2N2 | 详情 | 详情 | |
| (II) | 29039 | 4-(chlorocarbonyl)-2-methoxyphenyl ethyl carbonate | C11H11ClO5 | 详情 | 详情 | |
| (III) | 29040 | 4-[(2,4-dibromo-6-[[cyclohexyl(methyl)amino]methyl]anilino)carbonyl]-2-methoxyphenyl ethyl carbonate | C25H30Br2N2O5 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(V)The reaction of cysteine (I) with benzyl chloroformate (II) in the usual way gives the corresponding di(benzyloxycarbonyl) derivative (III), which is treated with PCl5 or SOCl2 in CHCl3 to afford the bisacyl chloride (IV). Finally, this compound is condensed with 4,6-dibromo-2-(cyclohexylmethylaminomethyl) aniline (V) in ethyl acetate.
| 【1】 Giannini, E.H.; Farm Sci Ed 1985, 40, 2, 108-119. |
| 【2】 Nardi, D.; Tajana, A.; Motta, G.; Cazzulani, P.; Graziani, G. (Recordati Industria Chimica e Farmaceutica SpA); Therapeutically effective derivatives of cystine. DE 3225274; EP 0069527; FR 2509298; GB 2102792; JP 58032860; US 4438133 . |
| 【3】 Castaner, J.; Serradell, M.N.; Cistinexine. Drugs Fut 1986, 11, 3, 181. |
| 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) | 28171 | (2S)-2-amino-3-[[(2R)-2-amino-2-carboxyethyl]disulfanyl]propionic acid | 56-89-3 | C6H12N2O4S2 | 详情 | 详情 |
| (II) | 10101 | Benzyloxycarbonyl chloride; Benzyl chloroformate; 1-[[(Chlorocarbonyl)oxy]methyl]benzene | 501-53-1 | C8H7ClO2 | 详情 | 详情 |
| (III) | 28172 | (2S)-2-[[(benzyloxy)carbonyl]amino]-3-[((2R)-2-[[(benzyloxy)carbonyl]amino]-2-carboxyethyl)disulfanyl]propionic acid | 6968-11-2 | C22H24N2O8S2 | 详情 | 详情 |
| (IV) | 27173 | (1R)-1-ethyl-2,2-dimethyl-3-butenyl 2-bromoacetate | C10H17BrO2 | 详情 | 详情 | |
| (V) | 28174 | 2,4-dibromo-6-[[cyclohexyl(methyl)amino]methyl]aniline | C14H20Br2N2 | 详情 | 详情 |
Extended Information