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【结 构 式】 
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【分子编号】34432 【品名】diallyl (2S)-2-([[4-(hydroxymethyl)anilino]carbonyl]amino)pentanedioate 【CA登记号】 |
【 分 子 式 】C19H24N2O6 【 分 子 量 】376.40944 【元素组成】C 60.63% H 6.43% N 7.44% O 25.5% |
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：(III)Coupling of 4-aminobenzyl alcohol (I) with diallyl L-glutamylisocyanate (II) produced the urea derivative (III). Subsequent activation of the benzylic alcohol group with 4-nitrophenyl chloroformate (IV) afforded carbonate (V). This was then condensed with doxorubicin (VI) to furnish the corresponding carbamate (VII). Finally, palladium-catalyzed cleavage of the allyl esters of (VII) yielded the title compound.
| 【1】 Friedlos, F.; Spooner, R.; Marais, R.; Springer, C.J.; Martin, J.; Niculescu-Duvaz, I.; Niculescu-Duvaz, D.; Self-immolative anthracycline prodrugs for suicide gene therapy. J Med Chem 1999, 42, 13, 2485. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 34430 | (4-aminophenyl)methanol | 623-04-1 | C7H9NO | 详情 | 详情 |
| (II) | 34431 | diallyl (2S)-2-isocyanatopentanedioate | C12H15NO5 | 详情 | 详情 | |
| (III) | 34432 | diallyl (2S)-2-([[4-(hydroxymethyl)anilino]carbonyl]amino)pentanedioate | C19H24N2O6 | 详情 | 详情 | |
| (IV) | 16605 | 4-Nitrophenyl chloroformate; 1-[(Chlorocarbonyl)oxy]-4-nitrobenzene | 7693-46-1 | C7H4ClNO4 | 详情 | 详情 |
| (V) | 34433 | diallyl (2S)-2-([[4-([[(4-nitrophenoxy)carbonyl]oxy]methyl)anilino]carbonyl]amino)pentanedioate | C26H27N3O10 | 详情 | 详情 | |
| (VI) | 11675 | (8S,10S)-10-[[(2R,4S,5S,6S)-4-Amino-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy]-8-glycoloyl-6,8,11-trihydroxy-1-methoxy-7,8,9,10-tetrahydro-5,12-naphthacenedione | C27H29NO11 | 详情 | 详情 | |
| (VII) | 34434 | C47H51N3O18 | 详情 | 详情 |
Extended Information