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【结 构 式】 
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【分子编号】50914 【品名】N-[(1S)-1-([[(1S)-2-hydroxy-1-methyl-3-([2-[3-(2-pyridinyl)phenyl]acetyl]amino)propyl]amino]carbonyl)-3-methylbutyl]-5-[2-(4-morpholinyl)ethoxy]-1-benzofuran-2-carboxamide 【CA登记号】 |
【 分 子 式 】C38H47N5O7 【 分 子 量 】685.82068 【元素组成】C 66.55% H 6.91% N 10.21% O 16.33% |
合成路线1
该中间体在本合成路线中的序号：(XVI)Ether cleavage of methyl 5-methoxybenzofuran-2-carboxylate (XI) was achieved by treatment with aluminum chloride and ethanethiol to provide phenol (XII). Subsequent Mitsunobu coupling of the resulting phenol derivative (XII) with N-(2-hydroxyethyl)morpholine (XIII) gave ether (XIV). Basic hydrolysis of the ester group provided acid (XV), which was further coupled with the intermediate amine (X) to yield amide (XVI). Finally, oxidation of the alcohol function of (XVI) under Swern conditions gave rise to the title ketone derivative.
| 【1】 Bondinell, W.E.; Desjarlais, R.L.; Yamashita, D.S.; Veber, D.F. (GlaxoSmithKline Inc.); Protease inhibitors. WO 9959526 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (X) | 50909 | (2S)-2-amino-N-[(1S)-2-hydroxy-1-methyl-3-([2-[3-(2-pyridinyl)phenyl]acetyl]amino)propyl]-4-methylpentanamide | C23H32N4O3 | 详情 | 详情 | |
| (XI) | 50910 | methyl 5-methoxy-1-benzofuran-2-carboxylate | C11H10O4 | 详情 | 详情 | |
| (XII) | 50911 | methyl 5-hydroxy-1-benzofuran-2-carboxylate | C10H8O4 | 详情 | 详情 | |
| (XIII) | 12856 | 4-(2-Hydroxyethyl)morpholine; 2-(4-Morpholinyl)-1-ethanol; N-(2-Hydroxyethyl)morpholine | 622-40-2 | C6H13NO2 | 详情 | 详情 |
| (XIV) | 50912 | methyl 5-[2-(4-morpholinyl)ethoxy]-1-benzofuran-2-carboxylate | C16H19NO5 | 详情 | 详情 | |
| (XV) | 50913 | 5-[2-(4-morpholinyl)ethoxy]-1-benzofuran-2-carboxylic acid | C15H17NO5 | 详情 | 详情 | |
| (XVI) | 50914 | N-[(1S)-1-([[(1S)-2-hydroxy-1-methyl-3-([2-[3-(2-pyridinyl)phenyl]acetyl]amino)propyl]amino]carbonyl)-3-methylbutyl]-5-[2-(4-morpholinyl)ethoxy]-1-benzofuran-2-carboxamide | C38H47N5O7 | 详情 | 详情 |