|
【结 构 式】 
|
【分子编号】17293 【品名】(2S)-2-[[(benzyloxy)carbonyl]amino]-5-[[imino(methylamino)methyl]amino]pentanoic acid 【CA登记号】 |
【 分 子 式 】C15H22N4O4 【 分 子 量 】322.36424 【元素组成】C 55.89% H 6.88% N 17.38% O 19.85% |
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：(XV)5) The reaction of L-ornithine (III) with benzaldehyde by means of LiOH gives Ndelta-benzylidene-L-ornitine (XIII), which is treated first with benzyl chloroformate and NaOH and hydrolyzed with HCl to afford Nalpha-(benzyloxycarbonyl)-L-ornithine (XIV). The condensation of (XIV) with N,S-dimethylisothiouronium iodide (II) by means of NaOH gives Nalpha-(benzyloxycarbonyl)-Nomega-methyl-L-arginine (XV), which is finally deprotected by hydrogenation with H2 over Pd/C.
| 【1】 Sala, A.; Ferrario, F.; Trupiano, F.; Levi, S.; Multigram synthesis of NG-methyl-(L-)-arginine and its analytical characterization. Synth Commun 1991, 21, 99-105. |
| 【2】 Wroblewski, T.; Castañer, J.; Prous, J.R.; 546C88. Drugs Fut 1998, 23, 2, 123. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (II) | 17284 | (methylamino)(methylsulfanyl)methaniminium iodide | C3H9IN2S | 详情 | 详情 | |
| (III) | 12034 | 4-Chlorophenylamine; 4-Chloroaniline; p-Chloroaniline | 106-47-8 | C6H6ClN | 详情 | 详情 |
| (III) | 17285 | L-ornithine | 70-26-8 | C5H12N2O2 | 详情 | 详情 |
| (XIII) | 17291 | (2S)-2-amino-5-[[(E)-benzylidene]amino]pentanoic acid | C12H16N2O2 | 详情 | 详情 | |
| (XIV) | 17292 | (2S)-5-amino-2-[[(benzyloxy)carbonyl]amino]pentanoic acid | C13H18N2O4 | 详情 | 详情 | |
| (XV) | 17293 | (2S)-2-[[(benzyloxy)carbonyl]amino]-5-[[imino(methylamino)methyl]amino]pentanoic acid | C15H22N4O4 | 详情 | 详情 |
Extended Information