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【结 构 式】

【分子编号】30888

【品名】(2S)-2-[([(2S)-1-[(benzyloxy)carbonyl]pyrrolidinyl]carbonyl)amino]-4-methylpentanoic acid

【CA登记号】61596-47-2

【 分 子 式 】C19H26N2O5

【 分 子 量 】362.42592

【元素组成】C 62.97% H 7.23% N 7.73% O 22.07%

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:(VII)

This compound has been obtained by two different ways: 1) The reaction of 2-(tert-butoxycarbonyl)-2-ethylbutyric acid (I) with ammonia, EDC and HOBT gives the amide (II), which is deprotected with 4N HCl and condensed with N-(tert-butoxycarbonyl)-L-leucine (III) by means of EDC and HOBT yielding the dipeptide (IV). The deprotection of (IV) with HCl and condensation with 1-(tert-butoxycarbonyl)-L-proline pentafluorophenyl ester (V) affords the protected tripeptide (VI), which is finally deprotected with 4N HCl. 2) The deprotection of amide (II) with HCl followed by condensation with N-(benzyloxcarbonyl)-L-prolyl-L-leucine (VII) gives the protected tripeptide (VIII), which is deprotected by hydrogenation with H2 over Pd/C.

1 Evans, M.C.; et al.; Synthesis and dopamine receptor modulating activity of novel peptidomimetics of L-prolyl-L-leucyl-glycinamide featuring alpha,alpha-disubstituted amino acids. J Med Chem 1999, 42, 8, 1441.
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) 30883 2-[(tert-butoxycarbonyl)amino]-2-ethylbutyric acid C11H21NO4 详情 详情
(II) 30884 tert-butyl 1-(aminocarbonyl)-1-ethylpropylcarbamate C11H22N2O3 详情 详情
(III) 23663 (2S)-2-[(tert-butoxycarbonyl)amino]-4-methylpentanoic acid;N-Boc-L-leucine C11H21NO4 详情 详情
(IV) 30885 tert-butyl (1S)-1-([[1-(aminocarbonyl)-1-ethylpropyl]amino]carbonyl)-3-methylbutylcarbamate C17H33N3O4 详情 详情
(V) 30886 1-(tert-butyl) 2-(2,3,4,5,6-pentafluorophenyl) (2S)-1,2-pyrrolidinedicarboxylate C16H16F5NO4 详情 详情
(VI) 30887 tert-butyl (2S)-2-([[(1S)-1-([[1-(aminocarbonyl)-1-ethylpropyl]amino]carbonyl)-3-methylbutyl]amino]carbonyl)-1-pyrrolidinecarboxylate C22H40N4O5 详情 详情
(VII) 30888 (2S)-2-[([(2S)-1-[(benzyloxy)carbonyl]pyrrolidinyl]carbonyl)amino]-4-methylpentanoic acid 61596-47-2 C19H26N2O5 详情 详情
(VIII) 30889 benzyl (2S)-2-([[(1S)-1-([[1-(aminocarbonyl)-1-ethylpropyl]amino]carbonyl)-3-methylbutyl]amino]carbonyl)-1-pyrrolidinecarboxylate C25H38N4O5 详情 详情
Extended Information