9H-fluoren-9-ylmethyl (5S,8S,11R,14S,17S)-19-((1S)-2-[[(1S,2R)-1-(aminocarbonyl)-2-(tert-butoxy)propyl]amino]-1-benzyl-2-oxoethyl)-5-benzyl-8-[4-(tert-butoxy)benzyl]-14-[4-[(tert-butoxycarbonyl)amino]butyl]-11-(1H-indol-3-ylmethyl)-17-isopropyl-6,9,12,15,18,23-hexaoxo-1,4,7,10,13,16,19-heptaazacyclotricosane-4-carboxylate -Drug Synthesis Database

【结构式】

【分子编号】18863

【品名】9H-fluoren-9-ylmethyl (5S,8S,11R,14S,17S)-19-((1S)-2-[[(1S,2R)-1-(aminocarbonyl)-2-(tert-butoxy)propyl]amino]-1-benzyl-2-oxoethyl)-5-benzyl-8-[4-(tert-butoxy)benzyl]-14-[4-[(tert-butoxycarbonyl)amino]butyl]-11-(1H-indol-3-ylmethyl)-17-isopropyl-6,9,12,15,18,23-hexaoxo-1,4,7,10,13,16,19-heptaazacyclotricosane-4-carboxylate

【CA登记号】

【分子式】C₈₇H₁₁₁N₁₁O₁₄

【分子量】1534.90408

【元素组成】C 68.08% H 7.29% N 10.04% O 14.59%

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：(XVII)

The cyclization between free amino and acid groups of compound (XVI) was effected by reaction with benzotriazol-1-yloxy-tripyrrolidinophosphonium hexafluorophosphate (PyBOP) to give the cyclic peptide (XVII). Finally, treatment with moist trifluoroacetic acid (TFA) containing a trace of ethanedithiol (EDT) and triisopropylsilane (TIS) at 0 C removed all protecting groups and liberated from the resin the peptide amide, which was finally purified by reversed-phase preparative HPLC.

参考文献中间体

合成目标

【1】 Gilon, C.; et al.; A backbone-cyclic, receptor 5-selective somatostatin analogue: Synthesis, bioactivity, and nuclear magnetic resonance conformational analysis. J Med Chem 1998, 41, 6, 919.
【2】 Hornik, V.; Seri-Levy, A.; Gellerman, G.; Gilon, C. (Yissum Research Development Co.); Conformationally constrained backbone cyclized somatostatin analogs. WO 9804583 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(XVI)	18862	(5S,8S,11R,14S,17S)-19-((1S)-2-[[(1S,2R)-1-(aminocarbonyl)-2-(tert-butoxy)propyl]amino]-1-benzyl-2-oxoethyl)-4-(2-aminoethyl)-5-benzyl-8-[4-(tert-butoxy)benzyl]-14-[4-[(tert-butoxycarbonyl)amino]butyl]-1-(9H-fluoren-9-yl)-11-(1H-indol-3-ylmethyl)-17-isopropyl-3,6,9,12,15,18-hexaoxo-2-oxa-4,7,10,13,16,19-hexaazatricosan-23-oic acid		C₈₇H₁₁₃N₁₁O₁₅	详情	详情
(XVII)	18863	9H-fluoren-9-ylmethyl (5S,8S,11R,14S,17S)-19-((1S)-2-[[(1S,2R)-1-(aminocarbonyl)-2-(tert-butoxy)propyl]amino]-1-benzyl-2-oxoethyl)-5-benzyl-8-[4-(tert-butoxy)benzyl]-14-[4-[(tert-butoxycarbonyl)amino]butyl]-11-(1H-indol-3-ylmethyl)-17-isopropyl-6,9,12,15,18,23-hexaoxo-1,4,7,10,13,16,19-heptaazacyclotricosane-4-carboxylate		C₈₇H₁₁₁N₁₁O₁₄	详情	详情

Extended Information