　 -Drug Synthesis Database

【1】 Aldrich, J.V.; Murray, T.F.; Wan, Q.; A novel acetylated analogue of dynorphin A-(1-11) amide as a kappa-opioid receptor antagonist. J Med Chem 1999, 42, 16, 3011.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(XI)	34768	tert-butyl (5S)-6-amino-5-({[(2S)-1-((2S,5R,8S,11S)-11-amino-16-imino-2,8-bis{3-[(imino{[(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)sulfonyl]amino}methyl)amino]propyl}-5-methyl-4,7,10-trioxo-16-{[(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)sulfonyl]amino}-3,6,9,15-tetraazahexadec-1-anoyl)pyrrolidinyl]carbonyl}amino)-6-oxohexylcarbamate	C₇₆H₁₁₉N₁₇O₁₇S₃	详情	详情
(XII)	19934	(2S)-2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-4-methylpentanoic acid	C₂₁H₂₃NO₄	详情	详情
(XII)	34769	tert-butyl (5S)-6-amino-5-({[(2S)-1-((2S,5R,8S,11S,14S)-14-amino-2,8,11-tris{3-[(imino{[(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)sulfonyl]amino}methyl)amino]propyl}-5,16-dimethyl-4,7,10,13-tetraoxo-3,6,9,12-tetraazaheptadec-1-anoyl)pyrrolidinyl]carbonyl}amino)-6-oxohexylcarbamate	C₈₂H₁₃₀N₁₈O₁₈S₃	详情	详情
(XIV)	34770	(2S)-2-[(tert-butoxycarbonyl)[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-3-(1H-indol-3-yl)propionic acid	C₃₁H₃₀N₂O₆	详情	详情
(XV)	34771	tert-butyl 3-((2S,5S,8S,11S,14R,17S)-2-amino-17-({(2S)-2-[({(1S)-1-(aminocarbonyl)-5-[(tert-butoxycarbonyl)amino]pentyl}amino)carbonyl]pyrrolidinyl}carbonyl)-22-imino-8,11-bis{3-[(imino{[(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)sulfonyl]amino}methyl)amino]propyl}-5-isobutyl-14-methyl-3,6,9,12,15-pentaoxo-22-{[(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)sulfonyl]amino}-4,7,10,13,16,21-hexaazadocos-1-yl)-1H-indole-1-carboxylate	C₉₈H₁₄₈N₂₀O₂₁S₃	详情	详情
(XVI)	34772		C₁₁₄H₁₆₆N₂₂O₂₄S₃	详情	详情

合成路线2

该中间体在本合成路线中的序号：(XVI)

Further coupling and deprotection cycles with N(epsilon)-Boc-lysine (I), and O-tert-butyl-tyrosine (XVIII), yielded the peptide resins (XVII) and (XIX), respectively. Then, acetylation of the free amino group of peptide resin (XIX) with Ac2O, and final deprotection and cleavage from the resin by means of moist trifluoroacetic acid, phenol and triisopropylsilane furnished the title peptide amide.

参考文献中间体

合成目标

【1】 Aldrich, J.V.; Murray, T.F.; Wan, Q.; A novel acetylated analogue of dynorphin A-(1-11) amide as a kappa-opioid receptor antagonist. J Med Chem 1999, 42, 16, 3011.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
	23540	Phenol	108-95-2	C₆H₆O	详情	详情
(I)	18854	(2S)-6-[(tert-butoxycarbonyl)amino]-2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]hexanoic acid		C₂₆H₃₂N₂O₆	详情	详情
(XVI)	34772			C₁₁₄H₁₆₆N₂₂O₂₄S₃	详情	详情
(XVII)	34773			C₁₂₅H₁₈₆N₂₄O₂₇S₃	详情	详情
(XVIII)	34774	(2S)-2-[tert-butyl[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-3-(4-hydroxyphenyl)propionic acid		C₂₈H₂₉NO₅	详情	详情
(XIX)	34775			C₁₃₈H₂₀₃N₂₅O₂₉S₃	详情	详情

Extended Information