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【结 构 式】

【分子编号】63392

【品名】1,1-dimethylethyl 2-amino-2-oxo-1-{[(phenylmethyl)oxy]methyl}ethylcarbamate

【CA登记号】

【 分 子 式 】C15H22N2O4

【 分 子 量 】294.35076

【元素组成】C 61.21% H 7.53% N 9.52% O 21.74%

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:(VI)

N-Boc-O-Benzyl-L-serine (V) is treated with ammonium hydroxide and EDC/HOBt to afford the corresponding amide (VI). Subsequent acidic cleavage of the N-Boc group of (VI) provides O-benzyl-L-serinamide (VII). Then, coupling between cyclohexylalanine derivative (IV) and serinamide (VII) in the presence of EDC/HOBt furnishes the dipeptide derivative (VIII). Finally, dehydration of the terminal amide function of (VIII) by means of cyanuric chloride leads to the target nitrile.

1 Frye, L.L.; Cywin, C.L.; Morwick, T.; Spero, D.M.; Thomson, D.; Ward, Y. (Boehringer Ingelheim Pharmaceuticals Inc.); Cpds. useful as reversible inhibitors of cathepsin S. JP 2002538151; US 6395897; WO 0051998 .
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) 16886 (2S)-3-(benzyloxy)-2-[(tert-butoxycarbonyl)amino]propionic acid; N-alpha-t-BOC-o-benzyl-L-serine 23680-31-1 C15H21NO5 详情 详情
(IV) 63391 3-cyclohexyl-N-(4-morpholinylcarbonyl)alanine C14H24N2O4 详情 详情
(VI) 63392 1,1-dimethylethyl 2-amino-2-oxo-1-{[(phenylmethyl)oxy]methyl}ethylcarbamate C15H22N2O4 详情 详情
(VII) 63393 2-amino-3-[(phenylmethyl)oxy]propanamide C10H14N2O2 详情 详情
(VIII) 63394 N-[2-[(2-amino-2-oxo-1-{[(phenylmethyl)oxy]methyl}ethyl)amino]-1-(cyclohexylmethyl)-2-oxoethyl]-4-morpholinecarboxamide C24H36N4O5 详情 详情
Extended Information