|
【结 构 式】 
|
【分子编号】32396 【品名】benzyl (2S)-2-amino-6-[[(benzyloxy)carbonyl]amino]hexanoate 【CA登记号】 |
【 分 子 式 】C21H26N2O4 【 分 子 量 】370.44852 【元素组成】C 68.09% H 7.07% N 7.56% O 17.28% |
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：(IV)The Kolbe electrolysis of N-(tert-butoxycarbonyl)-L-glutamic acid 1-O-benzyl ester (I) gives 2(S),7(S)-bis(tert-butoxycarbonylamino)octanedioic acid dibenzyl ester (II), which is debenzylated with H2 over Pd/C in methanol yielding the free acid (III). The condensation of diacid (III) with N6-(benzyloxycarbonyl)-L-lysine benzyl ester (IV) affords the tripeptide (V), which is then treated with HCl in dioxane to eliminate the carbamate protecting groups so providing intermediate (VI).
| 【1】 Hiebl, J.; et al.; Large-scale synthesis of hematoregulatory nonapeptide SK&F 107647 by fragment coupling. J Pept Res 1999, 54, 1, 54. |
| 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) | 10136 | (4R)-5-(Benzyloxy)-4-[(tert-butoxycarbonyl)amino]-5-oxopentanoic acid; N-t-BOC-D-glutamic acid alpha-benzyl ester | 34404-30-3 | C17H23NO6 | 详情 | 详情 |
| (II) | 32394 | dibenzyl (2S,7S)-2,7-bis[(tert-butoxycarbonyl)amino]octanedioate | C32H44N2O8 | 详情 | 详情 | |
| (III) | 32395 | (2S,7S)-2,7-bis[(tert-butoxycarbonyl)amino]octanedioic acid | C18H32N2O8 | 详情 | 详情 | |
| (IV) | 32396 | benzyl (2S)-2-amino-6-[[(benzyloxy)carbonyl]amino]hexanoate | C21H26N2O4 | 详情 | 详情 | |
| (V) | 32397 | dibenzyl (9S,12S,17S,20S)-12,17-bis[(tert-butoxycarbonyl)amino]-3,11,18,26-tetraoxo-1,28-diphenyl-2,27-dioxa-4,10,19,25-tetraazaoctacosane-9,20-dicarboxylate | C60H80N6O14 | 详情 | 详情 | |
| (VI) | 32398 | dibenzyl (9S,12S,17S,20S)-12,17-diamino-3,11,18,26-tetraoxo-1,28-diphenyl-2,27-dioxa-4,10,19,25-tetraazaoctacosane-9,20-dicarboxylate | C50H64N6O10 | 详情 | 详情 |
Extended Information