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【结 构 式】 
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【分子编号】50907 【品名】N-[(3S)-3-amino-2-hydroxybutyl]-2-[3-(2-pyridinyl)phenyl]acetamide 【CA登记号】 |
【 分 子 式 】C17H21N3O2 【 分 子 量 】299.37276 【元素组成】C 68.2% H 7.07% N 14.04% O 10.69% |
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：(VII)Palladium-catalyzed coupling of methyl (3-bromophenyl)acetate (I) with 2-pyridyl triflate (II) furnished the pyridylphenylacetate ester (III), which was further hydrolyzed with LiOH to the corresponding carboxylic acid (IV). Coupling of acid (IV) with (3S)-3N-Boc-1,3-diamino-2-butanol (V) using HBTU produced amide (VI). After acid cleavage of the Boc protecting group of (VI), the resulting amine (VII) was coupled with N-Boc-leucine (VIII), yielding adduct (IX). Subsequent acidic deprotection of (IX) provided the intermediate amine (X).
| 【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 |
|---|---|---|---|---|---|---|
| (I) | 50901 | methyl 2-(3-bromophenyl)acetate | 150529-73-0 | C9H9BrO2 | 详情 | 详情 |
| (II) | 50902 | 2-Pyridyl trifluoromethanesulfonate; 2-Pyridyl triflate | C6H4F3NO3S | 详情 | 详情 | |
| (III) | 50903 | methyl 2-[3-(2-pyridinyl)phenyl]acetate | C14H13NO2 | 详情 | 详情 | |
| (IV) | 50904 | 2-[3-(2-pyridinyl)phenyl]acetic acid | C13H11NO2 | 详情 | 详情 | |
| (V) | 50905 | tert-butyl (1S)-3-amino-2-hydroxy-1-methylpropylcarbamate | C9H20N2O3 | 详情 | 详情 | |
| (VI) | 50906 | tert-butyl (1S)-2-hydroxy-1-methyl-3-([2-[3-(2-pyridinyl)phenyl]acetyl]amino)propylcarbamate | C22H29N3O4 | 详情 | 详情 | |
| (VII) | 50907 | N-[(3S)-3-amino-2-hydroxybutyl]-2-[3-(2-pyridinyl)phenyl]acetamide | C17H21N3O2 | 详情 | 详情 | |
| (VIII) | 23663 | (2S)-2-[(tert-butoxycarbonyl)amino]-4-methylpentanoic acid；N-Boc-L-leucine | C11H21NO4 | 详情 | 详情 | |
| (IX) | 50908 | tert-butyl (1S)-1-([[(1S)-2-hydroxy-1-methyl-3-([2-[3-(2-pyridinyl)phenyl]acetyl]amino)propyl]amino]carbonyl)-3-methylbutylcarbamate | C28H40N4O5 | 详情 | 详情 | |
| (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 |
Extended Information