tert-butyl (1R)-1-[(1S)-2-[(2S)-2-([[(1S)-2-amino-1-methyl-2-oxoethyl]amino]carbonyl)pyrrolidinyl]-1-hydroxy-2-oxoethyl]-3-methylbutylcarbamate -Drug Synthesis Database

【结构式】

【分子编号】35172

【品名】tert-butyl (1R)-1-[(1S)-2-[(2S)-2-([[(1S)-2-amino-1-methyl-2-oxoethyl]amino]carbonyl)pyrrolidinyl]-1-hydroxy-2-oxoethyl]-3-methylbutylcarbamate

【CA登记号】

【分子式】C₂₀H₃₆N₄O₆

【分子量】428.5292

【元素组成】C 56.06% H 8.47% N 13.07% O 22.4%

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)

The compound was prepared by solid phase peptide synthesis on a p-methylbenzhydrylamine resin. Attachment of Boc-L-alanine (I) afforded resin (II). Subsequent deprotection of the Boc group of (II) gave the alanine-linked resin (III). Coupling of (III) with Boc-L-proline (IV), followed by Boc group cleavage yielded the dipeptide resin (V). Further coupling of (V) with N-Boc-(2S,3R)-3-amino-2-hydroxy-5-methylhexanoic acid (VI) furnished the tripeptide resin (VI). Finally, deprotection of the Boc group of (VI) and simultaneous cleavage from the resin by treatment with HF provided the title tripeptide amide.

参考文献中间体

合成目标

【1】 Maggiora, L.L.; Simmons, W.H.; Orawski, A.T.; Apstatin analogue inhibitors of aminopeptidase P, a bradykinin-degrading enzyme. J Med Chem 1999, 42, 13, 2394.

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)	26450	Boc-L-Alanine;(S)-2-((tert-butoxycarbonyl)amino)propanoic acid;N-Boc-L-alanine; (2S)-2-[(tert-butoxycarbonyl)amino]propionic acid	15761-38-3	C₈H₁₅NO₄	详情	详情
(II)	35168	tert-butyl (1S)-2-amino-1-methyl-2-oxoethylcarbamate		C₈H₁₆N₂O₃	详情	详情
(III)	35169	(2S)-2-aminopropanamide		C₃H₈N₂O	详情	详情
(IV)	16734	(2S)-1-(tert-butoxycarbonyl)tetrahydro-1H-pyrrole-2-carboxylic acid; N-alpha-t-BOC-L-proline; (2S)-1-(tert-butoxycarbonyl)-2-pyrrolidinecarboxylic acid		C₁₀H₁₇NO₄	详情	详情
(V)	35170	(2S)-N-[(1S)-2-amino-1-methyl-2-oxoethyl]-2-pyrrolidinecarboxamide		C₈H₁₅N₃O₂	详情	详情
(VI)	35171	(2S,3R)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-5-methylhexanoic acid		C₁₂H₂₃NO₅	详情	详情
(VII)	35172	tert-butyl (1R)-1-[(1S)-2-[(2S)-2-([[(1S)-2-amino-1-methyl-2-oxoethyl]amino]carbonyl)pyrrolidinyl]-1-hydroxy-2-oxoethyl]-3-methylbutylcarbamate		C₂₀H₃₆N₄O₆	详情	详情

Extended Information