【结 构 式】 |
【分子编号】46756 【品名】benzyl (5S)-5-[((2S)-2-[[(2R)-2-([(2S)-2-amino-3-[4-([[(4R)-2,6-dioxohexahydro-4-pyrimidinyl]carbonyl]amino)phenyl]propanoyl]amino)-3-(4-[[(tert-butylamino)carbonyl]amino]phenyl)propanoyl]amino]-4-methylpentanoyl)amino]-6-[(2S)-2-([[(1R)-2-amino-1-methyl-2-oxoethyl]amino]carbonyl)pyrrolidinyl]-6-oxohexyl(isopropyl)carbamate 【CA登记号】 |
【 分 子 式 】C59H83N13O12 【 分 子 量 】1166.38844 【元素组成】C 60.76% H 7.17% N 15.61% O 16.46% |
合成路线1
该中间体在本合成路线中的序号:(XVII)Further coupling with N-alpha-Boc-L-4-(Fmoc-amino)phenylalanine (XIV), followed by Fmoc deprotection with piperidine, furnished (XV). The aniline derivative (XV) was acylated with L-hydroorotic acid (XVI) to yield, after Boc group cleavage, resin (XVII). Coupling of (XVII) with N-Boc-L-serine(O-benzyl) (XVIII) and subsequent deprotection gave (XIX).
【1】 Stalewski, J.; Galyean, R.; Jiang, G.; et al.; GnRH antagonists: A new generation of long acting analogues incorporating p-ureido-phenylalanines at positions 5 and 6. J Med Chem 2001, 44, 3, 453. |
【2】 Jiang, G.; Semple, G. (Ferring BV Group Holding); GnRH antagonists being modified in positions 5 and 6. WO 9846634 . |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
(XVIIII) | 16886 | (2S)-3-(benzyloxy)-2-[(tert-butoxycarbonyl)amino]propionic acid; N-alpha-t-BOC-o-benzyl-L-serine | 23680-31-1 | C15H21NO5 | 详情 | 详情 |
(XIII) | 46749 | benzyl (5S)-5-[((2S)-2-[[(2R)-2-amino-3-(4-[[(tert-butylamino)carbonyl]amino]phenyl)propanoyl]amino]-4-methylpentanoyl)amino]-6-[(2S)-2-([[(1R)-2-amino-1-methyl-2-oxoethyl]amino]carbonyl)pyrrolidinyl]-6-oxohexyl(isopropyl)carbamate | C45H69N9O8 | 详情 | 详情 | |
(XIV) | 46753 | (2S)-3-(4-aminophenyl)-2-[(tert-butoxycarbonyl)amino]propionic acid | 55533-24-9 | C14H20N2O4 | 详情 | 详情 |
(XV) | 46754 | benzyl (5S,8S,11R,14S)-14-(4-aminobenzyl)-5-[[(2S)-2-([[(1R)-2-amino-1-methyl-2-oxoethyl]amino]carbonyl)pyrrolidinyl]carbonyl]-11-(4-[[(tert-butylamino)carbonyl]amino]benzyl)-8-isobutyl-18,18-dimethyl-7,10,13,16-tetraoxo-17-oxa-6,9,12,15-tetraazanonadec-1-yl(isopropyl)carbamate | C59H87N11O11 | 详情 | 详情 | |
(XVI) | 46755 | (4R)-2,6-dioxohexahydro-4-pyrimidinecarboxylic acid | C5H6N2O4 | 详情 | 详情 | |
(XVII) | 46756 | benzyl (5S)-5-[((2S)-2-[[(2R)-2-([(2S)-2-amino-3-[4-([[(4R)-2,6-dioxohexahydro-4-pyrimidinyl]carbonyl]amino)phenyl]propanoyl]amino)-3-(4-[[(tert-butylamino)carbonyl]amino]phenyl)propanoyl]amino]-4-methylpentanoyl)amino]-6-[(2S)-2-([[(1R)-2-amino-1-methyl-2-oxoethyl]amino]carbonyl)pyrrolidinyl]-6-oxohexyl(isopropyl)carbamate | C59H83N13O12 | 详情 | 详情 | |
(XIX) | 46757 | benzyl (5S,8S,11R,14S,17S)-17-amino-5-[[(2S)-2-([[(1R)-2-amino-1-methyl-2-oxoethyl]amino]carbonyl)pyrrolidinyl]carbonyl]-11-(4-[[(tert-butylamino)carbonyl]amino]benzyl)-14-[4-([[(4R)-2,6-dioxohexahydro-4-pyrimidinyl]carbonyl]amino)benzyl]-8-isobutyl-7,10,13,16-tetraoxo-20-phenyl-19-oxa-6,9,12,15-tetraazaicos-1-yl(isopropyl)carbamate | C69H94N14O14 | 详情 | 详情 |