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【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