【结 构 式】 |
【分子编号】32795 【品名】benzyl (1S)-1-(hydroxymethyl)-2-oxo-2-(pentylamino)ethylcarbamate 【CA登记号】 |
【 分 子 式 】C16H24N2O4 【 分 子 量 】308.37764 【元素组成】C 62.32% H 7.84% N 9.08% O 20.75% |
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)The synthesis of L-serine pentylamide (intermediate in the synthesis of 174639) (see Scheme no. 17463901a) has been described by two similar ways: 1) The condensation of N-(benzyloxycarbonyl)-L-serine (XIII) with pentylamine (XIV) by means of WSC and HOBT gives the protected amide (XV), which is deprotected with H2 over Pd/C (59% overall yield). 2) By aminolysis of L-serine methyl ester (XVI) with pentylamine at 15-25 C (81% yield).
【1】 Reid, J.G.; et al.; Synthesis of a seranamide by aminolysis of an N-unsubstituted alpha-amino ester. Org Process Res Dev 1997, 1, 2, 174. |
【2】 Misra, R.N.; Brown, B.R.; Sher, P.M.; et al.; Thromboxane receptor antagonist BMS-180291: A new pre-clinical lead. Bioorg Med Chem Lett 1992, 2, 1, 73. |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
(VII) | 14871 | (2S)-2-amino-3-hydroxy-N-pentylpropanamide | C8H18N2O2 | 详情 | 详情 | |
(XIII) | 32794 | (2S)-2-[[(benzyloxy)carbonyl]amino]-3-hydroxypropionic acid | C11H13NO5 | 详情 | 详情 | |
(XIV) | 15764 | amylamine; 1-pentanamine; pentylamine | 110-58-7 | C5H13N | 详情 | 详情 |
(XV) | 32795 | benzyl (1S)-1-(hydroxymethyl)-2-oxo-2-(pentylamino)ethylcarbamate | C16H24N2O4 | 详情 | 详情 | |
(XVI) | 20915 | methyl (2S)-2-amino-3-hydroxypropanoate | 5680-80-8 | C4H9NO3 | 详情 | 详情 |
Extended Information