tert-butyl (6S,9S,14aS,16S,20S,23S,25aS)-16-azido-20-(3-[[(benzyloxy)carbonyl]amino]propyl)-6-[(1R)-1-hydroxyethyl]-23-(4-hydroxyphenethyl)-5,8,14,19,22,25-hexaoxotetracosahydro-1H-dipyrrolo[2,1-c:2,1-l][1,4,7,10,13,16]hexaazacyclohenicosin-9-ylcarb -Drug Synthesis Database

【结构式】

【分子编号】43427

【品名】tert-butyl (6S,9S,14aS,16S,20S,23S,25aS)-16-azido-20-(3-[[(benzyloxy)carbonyl]amino]propyl)-6-[(1R)-1-hydroxyethyl]-23-(4-hydroxyphenethyl)-5,8,14,19,22,25-hexaoxotetracosahydro-1H-dipyrrolo[2,1-c:2,1-l][1,4,7,10,13,16]hexaazacyclohenicosin-9-ylcarb

【CA登记号】

【分子式】C₄₇H₆₅N₁₁O₁₂

【分子量】976.10004

【元素组成】C 57.83% H 6.71% N 15.78% O 19.67%

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：(XX)

EEDQ-mediated coupling between tripeptides (XI) and (XVIII) furnished the linear hexapeptide (XIX). After deprotection of (XIX) with NaOH, cyclization using DPPA produced the cyclic peptide (XX). The Boc protecting group of (XX) was then removed by means of trifluoroacetic acid, and the resulting amine was acylated with the trichlorophenyl active ester (XXI) to give amide (XXII).

参考文献中间体

合成目标

【1】 Chen, H.-J.; Klein, L.L.; Li, L.; et al.; Total synthesis and antifungal evaluation of cyclic aminohexapeptides. Bioorg Med Chem Lett 2000, 8, 7, 1677.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(XI)	43419	methyl (2S,4S)-1-((2S)-2-[[(2S)-2-amino-4-(4-hydroxyphenyl)butanoyl]amino]-5-[[(benzyloxy)carbonyl]amino]pentanoyl)-4-azido-2-pyrrolidinecarboxylate	C₂₉H₃₇N₇O₇	详情	详情
(XVIII)	43425	(2S)-1-[(2S,3R)-2-[((2S)-2-[(tert-butoxycarbonyl)amino]-5-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]pentanoyl)amino]-3-hydroxybutanoyl]-2-pyrrolidinecarboxylic acid	C₃₄H₄₄N₄O₉	详情	详情
(XIX)	43426	methyl (2S,4S)-4-azido-1-((2S)-5-[[(benzyloxy)carbonyl]amino]-2-[[(2S)-2-[[((2S)-1-[(2S,3R)-2-[((2S)-2-[(tert-butoxycarbonyl)amino]-5-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]pentanoyl)amino]-3-hydroxybutanoyl]pyrrolidinyl)carbonyl]amino]-4-(4-hydro	C₆₃H₇₉N₁₁O₁₅	详情	详情
(XX)	43427	tert-butyl (6S,9S,14aS,16S,20S,23S,25aS)-16-azido-20-(3-[[(benzyloxy)carbonyl]amino]propyl)-6-[(1R)-1-hydroxyethyl]-23-(4-hydroxyphenethyl)-5,8,14,19,22,25-hexaoxotetracosahydro-1H-dipyrrolo[2,1-c:2,1-l][1,4,7,10,13,16]hexaazacyclohenicosin-9-ylcarb	C₄₇H₆₅N₁₁O₁₂	详情	详情
(XXI)	43428	2,4,5-trichlorophenyl 4-[4-[4-(octyloxy)phenyl]-1-piperazinyl]benzoate	C₃₁H₃₅Cl₃N₂O₃	详情	详情
(XXII)	43429	benzyl 3-[(6S,9S,14aS,16S,20S,23S,25aS)-16-azido-6-[(1R)-1-hydroxyethyl]-23-(4-hydroxyphenethyl)-9-[(4-[4-[4-(octyloxy)phenyl]-1-piperazinyl]benzoyl)amino]-5,8,14,19,22,25-hexaoxotetracosahydro-1H-dipyrrolo[2,1-c:2,1-l][1,4,7,10,13,16]hexaazacyclohe	C₆₇H₈₉N₁₃O₁₂	详情	详情

Extended Information