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【结 构 式】 
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【分子编号】48665 【品名】5-benzyl-5,11-dihydro-10H-dibenzo[b,f]azepin-10-one 【CA登记号】 |
【 分 子 式 】C21H17NO 【 分 子 量 】299.37212 【元素组成】C 84.25% H 5.72% N 4.68% O 5.34% |
合成路线1
该中间体在本合成路线中的序号：(V)Syntheses of intermediate (V), 5-benzyl-10,11-dihydro-5H-dibenz[b,f]azepin-10-one: Cyclization of either 2-[N-benzyl-N-(2-methylphenyl)amino]-N,N-dimethylbenzamide (I), 2-[N-benzyl-N-(2-methylphenyl)amino]-N,N-diethylbenzamide (II), 2-[N-benzyl-N-(2-methylphenyl)amino]-N,N-diisopropylbenzamide (III) or the morpholine derivative (IV) by means of LDA and TMEDA in THF.
| 【1】 Lohse, O.; Kaufmann, D.; France, J.; Beutler, U.; Funfschilling, P.; Zaugg, W.; Furet, P.; New synthesis of oxcarbazepine via remote metalation of protected N-o-tolyl-anthranilamide derivatives. Tetrahedron Lett 2001, 42, 3, 385. |
| 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) | 48661 | 2-(benzyl-2-methylanilino)-N,N-dimethylbenzamide | C23H24N2O | 详情 | 详情 | |
| (II) | 48662 | 2-(benzyl-2-methylanilino)-N,N-diethylbenzamide | C25H28N2O | 详情 | 详情 | |
| (III) | 48663 | 2-(benzyl-2-methylanilino)-N,N-diisopropylbenzamide | C27H32N2O | 详情 | 详情 | |
| (IV) | 48664 | [2-(benzyl-2-methylanilino)phenyl](4-morpholinyl)methanone | C25H26N2O2 | 详情 | 详情 | |
| (V) | 48665 | 5-benzyl-5,11-dihydro-10H-dibenzo[b,f]azepin-10-one | C21H17NO | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(V)Finally, deprotection of either intermediate (V) with TMS-Cl and NaI, intermediate (VIII) with TiCl4 or intermediate (XI) with Rh(PPh3)3Cl give, in all cases, 10,11-dihydro-5H-dibenz[b,f]azepin-10-one (XII), which is finally treated with chlorosulfonyl isocyanate to afford oxcarbazepine.
| 【1】 Lohse, O.; Kaufmann, D.; France, J.; Beutler, U.; Funfschilling, P.; Zaugg, W.; Furet, P.; New synthesis of oxcarbazepine via remote metalation of protected N-o-tolyl-anthranilamide derivatives. Tetrahedron Lett 2001, 42, 3, 385. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (V) | 48665 | 5-benzyl-5,11-dihydro-10H-dibenzo[b,f]azepin-10-one | C21H17NO | 详情 | 详情 | |
| (VIII) | 48669 | 5-(4-methoxybenzyl)-5,11-dihydro-10H-dibenzo[b,f]azepin-10-one | C22H19NO2 | 详情 | 详情 | |
| (XI) | 48672 | 5-allyl-5,11-dihydro-10H-dibenzo[b,f]azepin-10-one | C17H15NO | 详情 | 详情 | |
| (XII) | 48673 | 10H-Dibenz[b,f]azepin-10-one,5,11-dihydro-;10-Oxo-10,11-Dihydro-5H-dibenz[b,f]azepine;5,11-dihydro-10H-dibenzo[b,f]azepin-10-one | 21737-58-6 | C14H11NO | 详情 | 详情 |