tert-butyl (1S)-1-([[1-(aminocarbonyl)-1-ethylpropyl]amino]carbonyl)-3-methylbutylcarbamate -Drug Synthesis Database

【结构式】

【分子编号】30885

【品名】tert-butyl (1S)-1-([[1-(aminocarbonyl)-1-ethylpropyl]amino]carbonyl)-3-methylbutylcarbamate

【CA登记号】

【分子式】C₁₇H₃₃N₃O₄

【分子量】343.46684

【元素组成】C 59.45% H 9.68% N 12.23% O 18.63%

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：(IV)

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.

参考文献中间体

合成目标

【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