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【结 构 式】 
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【分子编号】38801 【品名】ethyl 2-(4-amino-1H-imidazol-1-yl)acetate 【CA登记号】 |
【 分 子 式 】C7H11N3O2 【 分 子 量 】169.18336 【元素组成】C 49.7% H 6.55% N 24.84% O 18.91% |
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：(XV)Alkylation of 4-nitroimidazole (XII) by means of ethyl bromoacetate (XIII) gave ethyl 2-(4-nitro-1-imidazolyl)acetate (XIV). Reduction of (XIV) to the corresponding amine (XV) was effected by catalytic hydrogenation over Pd/C. Coupling of (XV) with dipeptide (XI) gave (XVI), which was hydrolyzed to carboxylic acid (XVII) using LiOH. This was finally coupled with proline amide (XIX), (obtained by treatment of L-proline (XVIII) with benzylamine and CDI), to furnish the title compound.
| 【1】 Growth hormone secretagogues. EP 0933365; WO 9908699 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 15147 | Benzylamine; Phenylmethanamine | 100-46-9 | C7H9N | 详情 | 详情 | |
| (XI) | 18473 | (2R)-2-([2-[(tert-butoxycarbonyl)amino]-2-methylpropanoyl]amino)-5-phenylpentanoic acid | C20H30N2O5 | 详情 | 详情 | |
| (XII) | 35764 | 4-nitro-1H-imidazole | 3034-38-6 | C3H3N3O2 | 详情 | 详情 |
| (XIII) | 16640 | Ethyl 2-bromoacetate; Ethyl bromoacetate | 105-36-2 | C4H7BrO2 | 详情 | 详情 |
| (XIV) | 38800 | ethyl 2-(4-nitro-1H-imidazol-1-yl)acetate | C7H9N3O4 | 详情 | 详情 | |
| (XV) | 38801 | ethyl 2-(4-amino-1H-imidazol-1-yl)acetate | C7H11N3O2 | 详情 | 详情 | |
| (XVI) | 38802 | ethyl 2-(4-[[(2R)-2-([2-[(tert-butoxycarbonyl)amino]-2-methylpropanoyl]amino)-5-phenylpentanoyl]amino]-1H-imidazol-1-yl)acetate | C27H39N5O6 | 详情 | 详情 | |
| (XVII) | 38803 | 2-(4-[[(2R)-2-([2-[(tert-butoxycarbonyl)amino]-2-methylpropanoyl]amino)-5-phenylpentanoyl]amino]-1H-imidazol-1-yl)acetic acid | C25H35N5O6 | 详情 | 详情 | |
| (XVIII) | 16731 | L-proline | 147-85-3 | C5H9NO2 | 详情 | 详情 |
| (XIX) | 38804 | (2S)-N-benzyl-2-pyrrolidinecarboxamide | C12H16N2O | 详情 | 详情 |
Extended Information