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【结 构 式】 
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【分子编号】44218 【品名】diphenyl (1R)-1-([[(2S)-1-((2S)-2-[[(benzyloxy)carbonyl]amino]-3-methylbutanoyl)pyrrolidinyl]carbonyl]amino)-2-phenylethylphosphonate 【CA登记号】 |
【 分 子 式 】C38H42N3O7P 【 分 子 量 】683.741262 【元素组成】C 66.75% H 6.19% N 6.15% O 16.38% P 4.53% |
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：(V)Coupling of PhCH2OOC-Pro-OH (I) with diphenyl (1-amino-2-phenylethyl)phosphonate (II) by means of DCC in THF affords derivative (III), which is then subjected to hydrogenation followed by coupling with PhCH2OOC -Val-OH (IV) by means of DCC to provide peptide derivative (V). Finally, reaction of (V) with succinic anhydride in EtOAc under an atmosphere of H2 in the presence of Pd/C provides the target compound.
| 【1】 Oleksyszym, J.; Powers, J.C.; Irreversible inhibition of serine proteases by peptide derivatives of (alpha-aminoalkyl)phosphonate diphenyl esters. Biochemistry 1991, 30, 2, 485. |
| 【2】 Powers, J.C.; Ni, L.; Jackson, D.S. (Georgia Technology Research Corp.); Basic alpha-aminoalkylphosphonate derivs.. US 5952307 . |
| 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) | 19113 | (2S)-1-[(benzyloxy)carbonyl]-2-pyrrolidinecarboxylic acid | 1148-11-4 | C13H15NO4 | 详情 | 详情 |
| (II) | 44216 | diphenyl (1R)-1-amino-2-phenylethylphosphonate | C20H20NO3P | 详情 | 详情 | |
| (III) | 44217 | benzyl (2S)-2-([[(1R)-1-(diphenoxyphosphoryl)-2-phenylethyl]amino]carbonyl)-1-pyrrolidinecarboxylate | C33H33N2O6P | 详情 | 详情 | |
| (IV) | 18092 | (2S)-2-[[(benzyloxy)carbonyl]amino]-3-methylbutyric acid | C13H17NO4 | 详情 | 详情 | |
| (V) | 44218 | diphenyl (1R)-1-([[(2S)-1-((2S)-2-[[(benzyloxy)carbonyl]amino]-3-methylbutanoyl)pyrrolidinyl]carbonyl]amino)-2-phenylethylphosphonate | C38H42N3O7P | 详情 | 详情 | |
| (VI) | 11291 | Dihydro-2,5-furandione; Succinic anhydride | 108-30-5 | C4H4O3 | 详情 | 详情 |
Extended Information