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【结 构 式】 
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【分子编号】50502 【品名】tert-butyl (1R)-2-(1H-indol-3-yl)-1-(4-phenyl-1H-imidazol-2-yl)ethylcarbamate 【CA登记号】 |
【 分 子 式 】C24H26N4O2 【 分 子 量 】402.4962 【元素组成】C 71.62% H 6.51% N 13.92% O 7.95% |
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：(IV)Phenacyl ester (III) was prepared by treatment of the cesium salt of N-Boc-tryptophan (I) with 2-bromoacetophenone (II) in DMF. Cyclization of keto ester (III) with ammonium acetate in refluxing xylene yielded the target imidazole (IV). Acidic Boc group deprotection of (IV) then gave amine (V). Finally, Pictet-Spengler cyclization of (V) with 6-undecanone (VI) provided the desired tetrahydrocarboline.
| 【1】 Poitout, L.; et al.; Identification of potent non-peptide somatostatin antagonists with sst3 selectivity. J Med Chem 2001, 44, 18, 2990. |
| 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) | 16114 | N-alpha-t-BOC-L-tryptophan; (2S)-2-[(tert-butoxycarbonyl)amino]-3-(1H-indol-3-yl)propionic acid | 13139-14-5 | C16H20N2O4 | 详情 | 详情 |
| (II) | 10315 | 2-Bromo-1-phenyl-ethanone; 2-Bromo-1-phenyl-1-ethanone | 70-11-1 | C8H7BrO | 详情 | 详情 |
| (III) | 50501 | 2-oxo-2-phenylethyl (2R)-2-[(tert-butoxycarbonyl)amino]-3-(1H-indol-3-yl)propanoate | C24H26N2O5 | 详情 | 详情 | |
| (IV) | 50502 | tert-butyl (1R)-2-(1H-indol-3-yl)-1-(4-phenyl-1H-imidazol-2-yl)ethylcarbamate | C24H26N4O2 | 详情 | 详情 | |
| (V) | 50503 | (1R)-2-(1H-indol-3-yl)-1-(4-phenyl-1H-imidazol-2-yl)-1-ethanamine; (1R)-2-(1H-indol-3-yl)-1-(4-phenyl-1H-imidazol-2-yl)ethylamine | C19H18N4 | 详情 | 详情 | |
| (VI) | 50504 | 6-Hendecanone; 6-Undecanone; Di-n-amyl ketone; Diamyl ketone | 927-49-1 | C11H22O | 详情 | 详情 |
Extended Information