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【结 构 式】 
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【分子编号】51016 【品名】(4S)-5-([(1S)-3-carboxy-1-[([2-[(4-[4-[([(1S)-1-carboxy-2-[([1-[3-(1H-imidazol-2-ylamino)propyl]-1H-indazol-5-yl]carbonyl)amino]ethyl]amino)sulfonyl]-3,5-dimethylphenoxy]butanoyl)amino]ethyl]amino)carbonyl]propyl]amino)-5-oxo-4-([2-[4,7,10-tris(carboxymethyl)-1,4,7,10-tetraazacyclododecan-1-yl]acetyl]oxy)pentanoic acid 【CA登记号】 |
【 分 子 式 】C57H80N14O21S 【 分 子 量 】1329.40996 【元素组成】C 51.5% H 6.07% N 14.75% O 25.27% S 2.41% |
合成路线1
该中间体在本合成路线中的序号：(XXIV)Acylation of amine (XXI) with tetraazacyclododecanetetraacetic acid tri-tert-butyl ester (XXII) produced amide (XXIII) (1). After acidic cleavage of the tert-butyl ester groups of (XXIII), the resultant macrocyclic tetraamine (XXIV) was complexed with 111InCl3 in the presence of NH4OAc buffer to furnish the title indium-111 complex.
| 【1】 Cheesman, E.H.; et al.; Nonpeptide vitronectin antagonists labeles with in-111 for imaging tumors. 222nd ACS Natl Meet (Aug 26 2001, Chicago) 2001, Abst MEDI 88. |
| 【2】 Rajopadhye, M.; Harris, T.D.; Cheesman, E.H. (DuPont Pharmaceuticals Co.); Vitronectin receptor antagonist pharmaceuticals. WO 0035488 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XXI) | 51021 | (2S)-2-([[4-([(10S,13S)-13-amino-10-[3-(tert-butoxy)-3-oxopropyl]-18,18-dimethyl-4,9,12,16-tetraoxo-17-oxa-5,8,11-triazanonadec-1-yl]oxy)-2,6-dimethylphenyl]sulfonyl]amino)-3-[([1-[3-(1H-imidazol-2-ylamino)propyl]-1H-indazol-5-yl]carbonyl)amino]propionic acid | C49H71N11O13S | 详情 | 详情 | |
| (XXII) | 51014 | 2-[4,7,10-tris[2-(tert-butoxy)-2-oxoethyl]-1,4,7,10-tetraazacyclododecan-1-yl]acetic acid | C28H52N4O8 | 详情 | 详情 | |
| (XXIII) | 51015 | (2S)-2-([[4-([(10S,13S)-10-[3-(tert-butoxy)-3-oxopropyl]-18,18-dimethyl-4,9,12,16-tetraoxo-13-[(2-[4,7,10-tris[2-(tert-butoxy)-2-oxoethyl]-1,4,7,10-tetraazacyclododecan-1-yl]acetyl)oxy]-17-oxa-5,8,11-triazanonadec-1-yl]oxy)-2,6-dimethylphenyl]sulfonyl]amino)-3-[([1-[3-(1H-imidazol-2-ylamino)propyl]-1H-indazol-5-yl]carbonyl)amino]propionic acid | C77H120N14O21S | 详情 | 详情 | |
| (XXIV) | 51016 | (4S)-5-([(1S)-3-carboxy-1-[([2-[(4-[4-[([(1S)-1-carboxy-2-[([1-[3-(1H-imidazol-2-ylamino)propyl]-1H-indazol-5-yl]carbonyl)amino]ethyl]amino)sulfonyl]-3,5-dimethylphenoxy]butanoyl)amino]ethyl]amino)carbonyl]propyl]amino)-5-oxo-4-([2-[4,7,10-tris(carboxymethyl)-1,4,7,10-tetraazacyclododecan-1-yl]acetyl]oxy)pentanoic acid | C57H80N14O21S | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(XXIV)Coupling of (XXVII) with the macrocyclic tetraacetic acid tri-tert-butyl ester (XXII) produced amide (XXVIII). Basic hydrolysis of the methyl ester group of (XXVIII), followed by acidic cleavage of the remaining protecting groups, furnished intermediate (XXIV), which was finally complexed as above.
| 【1】 Cheesman, E.H.; et al.; Nonpeptide vitronectin antagonists labeles with in-111 for imaging tumors. 222nd ACS Natl Meet (Aug 26 2001, Chicago) 2001, Abst MEDI 88. |
| 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) | 51014 | 2-[4,7,10-tris[2-(tert-butoxy)-2-oxoethyl]-1,4,7,10-tetraazacyclododecan-1-yl]acetic acid | C28H52N4O8 | 详情 | 详情 | |
| (XXIV) | 51016 | (4S)-5-([(1S)-3-carboxy-1-[([2-[(4-[4-[([(1S)-1-carboxy-2-[([1-[3-(1H-imidazol-2-ylamino)propyl]-1H-indazol-5-yl]carbonyl)amino]ethyl]amino)sulfonyl]-3,5-dimethylphenoxy]butanoyl)amino]ethyl]amino)carbonyl]propyl]amino)-5-oxo-4-([2-[4,7,10-tris(carboxymethyl)-1,4,7,10-tetraazacyclododecan-1-yl]acetyl]oxy)pentanoic acid | C57H80N14O21S | 详情 | 详情 | |
| (XXVII) | 51019 | tert-butyl (4S)-4-amino-5-[[(1S)-4-(tert-butoxy)-1-([[2-([4-[4-([[(1S)-2-methoxy-2-oxo-1-([[(1-[3-[(1-trityl-1H-imidazol-2-yl)amino]propyl]-1H-indazol-5-yl)carbonyl]amino]methyl)ethyl]amino]sulfonyl)-3,5-dimethylphenoxy]butanoyl]amino)ethyl]amino]carbonyl)-4-oxobutyl]amino]-5-oxopentanoate | C69H87N11O13S | 详情 | 详情 | |
| (XXVIII) | 51020 | tert-butyl (4S)-5-[[(1S)-4-(tert-butoxy)-1-([[2-([4-[4-([[(1S)-2-methoxy-2-oxo-1-([[(1-[3-[(1-trityl-1H-imidazol-2-yl)amino]propyl]-1H-indazol-5-yl)carbonyl]amino]methyl)ethyl]amino]sulfonyl)-3,5-dimethylphenoxy]butanoyl]amino)ethyl]amino]carbonyl)-4-oxobutyl]amino]-5-oxo-4-[(2-[4,7,10-tris[2-(tert-butoxy)-2-oxoethyl]-1,4,7,10-tetraazacyclododecan-1-yl]acetyl)amino]pentanoate | C97H137N15O20S | 详情 | 详情 |