【结 构 式】 |
【分子编号】25139 【品名】benzyl (1S)-4-([[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl]amino)-1-(diethoxymethyl)butylcarbamate 【CA登记号】 |
【 分 子 式 】C28H46N4O8 【 分 子 量 】566.6954 【元素组成】C 59.35% H 8.18% N 9.89% O 22.59% |
合成路线1
该中间体在本合成路线中的序号:(IV)Intermediate V was prepared as follows: Cyclization of protected arginine (I) by treatment with EDC and HOBt in acetonitrile gave lactam (II). This was reduced with LiAlH4 at very low temperature, followed by careful acidic quenching with KHSO4, to afford the labile aldehyde (III), which was immediately treated with anhydrous ethanol and HCl to provide the diethyl acetal (IV). Hydrogenolysis of the protecting N-benzyloxycarbonyl group of (IV) in the presence of one equivalent of HCl afforded the aminoacetal hydrochloride (V).
【1】 Kogel, B.; et al.; HZ2, a selective kappa-opioid agonist. CNS Drug Rev 1998, 4, 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) | 25136 | (2S)-2-[[(benzyloxy)carbonyl]amino]-5-([[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl]amino)pentanoic acid | C24H36N4O8 | 详情 | 详情 | |
(II) | 25137 | benzyl (3S)-1-[[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl]-2-oxopiperidinylcarbamate | C24H34N4O7 | 详情 | 详情 | |
(III) | 25138 | benzyl (1S)-4-([[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl]amino)-1-formylbutylcarbamate | C24H36N4O7 | 详情 | 详情 | |
(IV) | 25139 | benzyl (1S)-4-([[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl]amino)-1-(diethoxymethyl)butylcarbamate | C28H46N4O8 | 详情 | 详情 | |
(V) | 25140 | tert-butyl (Z)-[[(4S)-4-amino-5,5-diethoxypentyl]amino][(tert-butoxycarbonyl)amino]methylidenecarbamate | C20H40N4O6 | 详情 | 详情 |