|
【结 构 式】 
|
【分子编号】29392 【品名】tert-butyl 2-(aminocarbonyl)-1-hydrazinecarboxylate 【CA登记号】 |
【 分 子 式 】C6H13N3O3 【 分 子 量 】175.18764 【元素组成】C 41.14% H 7.48% N 23.99% O 27.4% |
合成路线1
该中间体在本合成路线中的序号：(IV)The compound was prepared by solid-phase synthesis. Condensation of tert-butyl carbazate (I) with 1,1'-carbonyldiimidazole (II) afforded the acyl imidazole (III). Coupling of (III) with amino resin produced the Boc-protected semicarbazide-linked resin (IV), which was deprotected with trifluoroacetic acid to give (V). Condensation of (V) with protected L-argininal (VI) provided the semicarbazone resin (VII). Further solid-phase peptide synthesis by means of sequential coupling with L-alanine, D-serine and phenethylsulfonyl chloride yielded the peptide-resin (VIII). Finally, deprotection of both Boc groups of (VIII) with concomitant resin cleavage by means of aqueous trifluoroacetic acid furnished the target compound.
| 【1】 Cohen, C.R.; Weinhouse, M.I.; Roberts, C.; et al.; Synthesis and biological activity of transition-state urokinase inhibitors. 217th ACS Natl Meet (March 21 1999, Anaheim) 1999, Abst MEDI 090. |
| 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) | 10893 | tert-butyl 1-hydrazinecarboxylate; tert-butyl carbazate | 870-46-2 | C5H12N2O2 | 详情 | 详情 |
| (II) | 11353 | 1,1'-Carbonyldiimidazole; Di(1H-imidazol-1-yl)methanone; N,N-Carbonyldiimidazole; 1,1'-Carbonylbis(1H-imidazole) | 530-62-1 | C7H6N4O | 详情 | 详情 |
| (III) | 29391 | tert-butyl 2-(1H-imidazol-1-ylcarbonyl)-1-hydrazinecarboxylate | C9H14N4O3 | 详情 | 详情 | |
| (IV) | 29392 | tert-butyl 2-(aminocarbonyl)-1-hydrazinecarboxylate | C6H13N3O3 | 详情 | 详情 | |
| (V) | 23944 | 1-Hydrazinecarboxamide | 563-41-7 | CH5N3O | 详情 | 详情 |
| (VI) | 29393 | 9H-fluoren-9-ylmethyl (1S)-4-([[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl]amino)-1-formylbutylcarbamate | C31H40N4O7 | 详情 | 详情 | |
| (VII) | 29394 | tert-butyl (Z)-[((4S)-5-[(E)-2-(aminocarbonyl)hydrazono]-4-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]pentyl)amino][(tert-butoxycarbonyl)amino]methylidenecarbamate | C32H43N7O7 | 详情 | 详情 | |
| (VIII) | 29395 | tert-butyl (Z,6S,9S,12R)-6-[[(E)-2-(aminocarbonyl)hydrazono]methyl]-1-[(tert-butoxycarbonyl)amino]-12-(hydroxymethyl)-9-methyl-8,11,14,14-tetraoxo-16-phenyl-14lambda(6)-thia-2,7,10,13-tetraazahexadec-1-ylidenecarbamate | C31H51N9O10S | 详情 | 详情 |