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【结 构 式】 
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【分子编号】19047 【品名】methyl (2S)-2-[(tert-butoxycarbonyl)amino]-5-[(imino[[(4-methylphenyl)sulfonyl]amino]methyl)amino]pentanoate 【CA登记号】 |
【 分 子 式 】C19H30N4O6S 【 分 子 量 】442.53656 【元素组成】C 51.57% H 6.83% N 12.66% O 21.69% S 7.25% |
合成路线1
该中间体在本合成路线中的序号：(V)In a solid phase synthesizer, an a-Boc-omega-Ts-Arg-phenylacetamidomethyl resin (V) was treated with trifluoroacetic acid (TFA) in anisole and dichloromethane in order to remove the Boc protecting group, and the resulting (VI) was coupled with Boc-octahydroindolecarboxylic acid (VII) in the presence of diisopropyl carbodiimide (DIPCDI) to give the dipeptide resin (VIII). This was submitted to successive coupling cycles (deprotection with TFA, and coupling with DIPCDI) to introduce sequentially the following amino acids: Boc-D-4-propoxyproline (IV), Boc-Ser(Bzl) (XIa) to yield the following resins: (IXa),(IXb) and (X), respectively.
| 【1】 Kyle, D.J.; Hiner, R.N. (Scios Inc.); Bradykinin antagonist peptides. JP 1995504155; US 5385889 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XIa) | 16886 | (2S)-3-(benzyloxy)-2-[(tert-butoxycarbonyl)amino]propionic acid; N-alpha-t-BOC-o-benzyl-L-serine | 23680-31-1 | C15H21NO5 | 详情 | 详情 |
| (IXa) | 19051 | methyl (2S)-2-[[(2S,3aS,7aS)octahydro-1H-indol-2-ylcarbonyl]amino]-5-[(imino[[(4-methylphenyl)sulfonyl]amino]methyl)amino]pentanoate | C23H35N5O5S | 详情 | 详情 | |
| (IXb) | 19052 | methyl (2S)-2-[[((2S,3aS,7aS)-1-[[(2R,4S)-4-propoxypyrrolidinyl]carbonyl]octahydro-1H-indol-2-yl)carbonyl]amino]-5-[(imino[[(4-methylphenyl)sulfonyl]amino]methyl)amino]pentanoate | C31H48N6O7S | 详情 | 详情 | |
| (IV) | 19046 | (2R,4S)-1-(tert-butoxycarbonyl)-4-propoxy-2-pyrrolidinecarboxylic acid | C13H23NO5 | 详情 | 详情 | |
| (V) | 19047 | methyl (2S)-2-[(tert-butoxycarbonyl)amino]-5-[(imino[[(4-methylphenyl)sulfonyl]amino]methyl)amino]pentanoate | C19H30N4O6S | 详情 | 详情 | |
| (VI) | 19048 | methyl (2S)-2-amino-5-[(imino[[(4-methylphenyl)sulfonyl]amino]methyl)amino]pentanoate | C14H22N4O4S | 详情 | 详情 | |
| (VII) | 19049 | (2S,3aS,7aS)-1-(tert-butoxycarbonyl)octahydro-1H-indole-2-carboxylic acid | C14H23NO4 | 详情 | 详情 | |
| (VIII) | 19050 | tert-butyl (2S,3aS,7aS)-2-([[(1S)-4-[(imino[[(4-methylphenyl)sulfonyl]amino]methyl)amino]-1-(methoxycarbonyl)butyl]amino]carbonyl)octahydro-1H-indole-1-carboxylate | C28H43N5O7S | 详情 | 详情 | |
| (X) | 19053 | methyl (2S)-2-([[(2S,3aS,7aS)-1-([(2R,4S)-1-[(2S)-2-amino-3-(benzyloxy)propanoyl]-4-propoxypyrrolidinyl]carbonyl)octahydro-1H-indol-2-yl]carbonyl]amino)-5-[(imino[[(4-methylphenyl)sulfonyl]amino]methyl)amino]pentanoate | C41H59N7O9S | 详情 | 详情 |