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【结 构 式】 
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【分子编号】43058 【品名】3-(benzyloxy)-6-methoxy-2-quinolinecarboxylic acid 【CA登记号】 |
【 分 子 式 】C18H15NO4 【 分 子 量 】309.32144 【元素组成】C 69.89% H 4.89% N 4.53% O 20.69% |
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：(XVI)Boc groups of (XII) are cleaved with TFA in CH2Cl2 to furnish intermediate (XIII). Quinoline (XV) is protected with benzyl bromide and K2CO3 in acetone to give the benzyl-protected derivative (XVI), which is converted into the carboxylic acid (XVII) by treatment with NaOCl in dioxane. Debenzylation of (XVII) by hydrogenolysis over Pd/C in EtOAc yields intermediate (XIV), which finally acylates the primary amino groups in (XIII) by means of DEC, 1-hydroxy-1H-benzotriazole (HOBt) and NaHCO3 in DMF.
| 【1】 Ciufolini, M.A.; et al.; Total synthesis of luzopeptin E2. Angew Chem. Int Ed Engl 2000, 39, 14, 2493. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XII) | 43054 | tert-butyl (4aS,13S,17R,23aS,32S,36R)-36-[(tert-butoxycarbonyl)amino]-13,32-bis(1-hydroxy-1-methylethyl)-9,12,28,31-tetramethyl-5,8,11,14,18,24,27,30,33,37-decaoxodotriacontahydro-1H,16H,20H,35H-dipyridazino[6,1-l:6,1-b_1_][1,17,4,7,10,13,20,23,26,2 | C48H80N12O18 | 详情 | 详情 | |
| (XIII) | 43055 | (4aS,13S,17R,23aS,32S,36R)-17,36-diamino-13,32-bis(1-hydroxy-1-methylethyl)-9,12,28,31-tetramethylicosahydro-1H,16H,20H,35H-dipyridazino[6,1-l:6,1-b_1_][1,17,4,7,10,13,20,23,26,29]dioxaoctaazacyclodotriacontine-5,8,11,14,18,24,27,30,33,37(17H,36H)-d | C38H64N12O14 | 详情 | 详情 | |
| (XIV) | 43056 | 1-(3-hydroxy-6-methoxy-2-quinolinyl)-1-ethanone | C12H11NO3 | 详情 | 详情 | |
| (XV) | 43057 | 1-[3-(benzyloxy)-6-methoxy-2-quinolinyl]-1-ethanone | C19H17NO3 | 详情 | 详情 | |
| (XVI) | 43058 | 3-(benzyloxy)-6-methoxy-2-quinolinecarboxylic acid | C18H15NO4 | 详情 | 详情 | |
| (XVII) | 43059 | 3-hydroxy-6-methoxy-2-quinolinecarboxylic acid | C11H9NO4 | 详情 | 详情 |
Extended Information