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【结 构 式】 
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【分子编号】50243 【品名】4-Maleimidobutyric acid N-hydroxysuccinimide ester; Maleimidobutyric acid N-hydroxysuccinimide ester; N-(4-Maleimidobutyryloxy)succinimide; N-(gamma-Maleimidobutyryloxy)succinimide; N-Succinimidyl 4-Maleimidobutyrate 【CA登记号】80307-12-6 |
【 分 子 式 】C12H12N2O6 【 分 子 量 】280.23716 【元素组成】C 51.43% H 4.32% N 10% O 34.26% |
合成路线1
该中间体在本合成路线中的序号：(VII)Esterification of the primary hydroxyl group of dexamethasone (I) by treatment with 4-nitrophenyl chloroformate (II) in the presence of N-methylmorpholine afforded the nitrophenyl carbonate (III). Condensation of the active ester (III) with mono-N-Boc-1,6-diaminohexane (IV) produced carbamate (V). After acidic deprotection of the Boc group, the resultant amine (VI) was acylated with succinimidyl 4-maleimidobutyrate (VII), yielding the title amide.
| 【1】 Bernasconi, A.; et al.; Synthesis of a dexamethasone-21-maleimido-linked derivative as a potential molecule for specific gene delivery. Tetrahedron Lett 2001, 42, 37, 6511. |
| 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) | 40461 | (8S,9R,10S,11S,13S,14S,16R,17R)-9-fluoro-17-glycoloyl-11,17-dihydroxy-10,13,16-trimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one | C22H29FO5 | 详情 | 详情 | |
| (II) | 16605 | 4-Nitrophenyl chloroformate; 1-[(Chlorocarbonyl)oxy]-4-nitrobenzene | 7693-46-1 | C7H4ClNO4 | 详情 | 详情 |
| (III) | 50240 | 2-[(8S,9R,10S,11S,13S,14S,16R,17R)-9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl 4-nitrophenyl carbonate | C29H32FNO9 | 详情 | 详情 | |
| (IV) | 31638 | tert-butyl 6-aminohexylcarbamate | 51857-17-1 | C11H24N2O2 | 详情 | 详情 |
| (V) | 50241 | 2-[(8S,9R,10S,11S,13S,14S,16R,17R)-9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl 6-[(tert-butoxycarbonyl)amino]hexylcarbamate | C34H51FN2O8 | 详情 | 详情 | |
| (VI) | 50242 | 2-[(8S,9R,10S,11S,13S,14S,16R,17R)-9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl 6-aminohexylcarbamate | C29H43FN2O6 | 详情 | 详情 | |
| (VII) | 50243 | 4-Maleimidobutyric acid N-hydroxysuccinimide ester; Maleimidobutyric acid N-hydroxysuccinimide ester; N-(4-Maleimidobutyryloxy)succinimide; N-(gamma-Maleimidobutyryloxy)succinimide; N-Succinimidyl 4-Maleimidobutyrate | 80307-12-6 | C12H12N2O6 | 详情 | 详情 |