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【结 构 式】 
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【分子编号】39280 【品名】tert-butyl (5S)-5-([(2R)-3-(3,5-dibromo-4-hydroxyphenyl)-2-[([4-[2-oxo-1,4-dihydro-3(2H)-quinazolinyl]-1-piperidinyl]carbonyl)amino]propanoyl]amino)-6-oxo-6-[4-(4-pyridinyl)-1-piperazinyl]hexylcarbamate 【CA登记号】 |
【 分 子 式 】C43H55Br2N9O7 【 分 子 量 】969.77416 【元素组成】C 53.26% H 5.72% Br 16.48% N 13% O 11.55% |
合成路线1
该中间体在本合成路线中的序号：(XV)Coupling of Nalpha-Cbz-Nepsilon-Boc-L-lysine (VII) with N-(4-pyridinyl)piperazine (VIII) using TBTU and HOBt afforded amide (IX). After deprotection of the carbobenzoxy group by of (IX) hydrogenation over Pd/C, the resulting amino derivative (X) was coupled with N-Fmoc-3,5-dibromo-D-tyrosine (XI) to furnish the protected dipeptide amide (XII). Removal of the Fmoc protecting group of (XII) was then achieved by treatment with diethylamine in hot MeOH yielding (XIII). After treatment of piperidinyl oxoquinazoline (VI) with carbonyl ditriazole, the resulting intermediate was coupled with amine (XIII) to produce urea (XIV). Finally, removal of the Boc group of (XIV) using trifluoroacetic acid provided the title compound.
| 【1】 Eberlein, W.; Wienen, W.; Doods, H.; Rudolf, K.; Entzeroth, M.; Pieper, H.; Engel, W.; Hallermayer, G. (Dr. Karl Thomae GmbH); Modified aminoacids, pharmaceuticals containing these cpds. and methods for their production. JP 2000505100; WO 9811128 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (VII) | 39273 | (2S)-2-[[(benzyloxy)carbonyl]amino]-6-[(tert-butoxycarbonyl)amino]hexanoic acid | C19H28N2O6 | 详情 | 详情 | |
| (VIII) | 39274 | 1-(4-pyridinyl)piperazine | 1008-91-9 | C9H13N3 | 详情 | 详情 |
| (IX) | 39275 | benzyl (1S)-5-[(tert-butoxycarbonyl)amino]-1-[[4-(4-pyridinyl)-1-piperazinyl]carbonyl]pentylcarbamate | C28H39N5O5 | 详情 | 详情 | |
| (X) | 39276 | tert-butyl (5S)-5-amino-6-oxo-6-[4-(4-pyridinyl)-1-piperazinyl]hexylcarbamate | C20H33N5O3 | 详情 | 详情 | |
| (XI) | 39277 | (2R)-3-(3,5-dibromo-4-hydroxyphenyl)-2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]propionic acid | C24H19Br2NO5 | 详情 | 详情 | |
| (XII) | 39278 | 9H-fluoren-9-ylmethyl (1R)-2-[((1S)-5-[(tert-butoxycarbonyl)amino]-1-[[4-(4-pyridinyl)-1-piperazinyl]carbonyl]pentyl)amino]-1-(3,5-dibromo-4-hydroxybenzyl)-2-oxoethylcarbamate | C44H50Br2N6O7 | 详情 | 详情 | |
| (XIII) | 39279 | tert-butyl (5S)-5-[[(2R)-2-amino-3-(3,5-dibromo-4-hydroxyphenyl)propanoyl]amino]-6-oxo-6-[4-(4-pyridinyl)-1-piperazinyl]hexylcarbamate | C29H40Br2N6O5 | 详情 | 详情 | |
| (XIV) | 39272 | 3-(4-piperidinyl)-3,4-dihydro-2(1H)-quinazolinone | C13H17N3O | 详情 | 详情 | |
| (XV) | 39280 | tert-butyl (5S)-5-([(2R)-3-(3,5-dibromo-4-hydroxyphenyl)-2-[([4-[2-oxo-1,4-dihydro-3(2H)-quinazolinyl]-1-piperidinyl]carbonyl)amino]propanoyl]amino)-6-oxo-6-[4-(4-pyridinyl)-1-piperazinyl]hexylcarbamate | C43H55Br2N9O7 | 详情 | 详情 |