benzyl 3-[(6S,9S,14aS,16S,20S,23S,25aS)-16-amino-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 -Drug Synthesis Database

【结构式】

【分子编号】43430

【品名】benzyl 3-[(6S,9S,14aS,16S,20S,23S,25aS)-16-amino-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

【CA登记号】

【分子式】C₆₇H₉₁N₁₁O₁₂

【分子量】1242.52648

【元素组成】C 64.77% H 7.38% N 12.4% O 15.45%

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：(XXIII)

The azido group of (XXII) was reduced to amine (XXIII) by treatment with triphenylphosphine in aqueous THF. Guanidylation of the amino group of (XXII) by means of N,N'-bis-(tert-butoxycarbonyl)thiourea, followed by Boc group cleavage with trifluoroacetic acid, generated the required guanidino substituent. Finally, the carbobenzoxy group was removed by hydrogenolysis over Pd(OH)2 to afford the title compound.

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	CAS号	分子式	供应商	用于合成
(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
(XXIII)	43430	benzyl 3-[(6S,9S,14aS,16S,20S,23S,25aS)-16-amino-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		C₆₇H₉₁N₁₁O₁₂	详情	详情

Extended Information