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【结 构 式】

【分子编号】43059

【品名】3-hydroxy-6-methoxy-2-quinolinecarboxylic acid

【CA登记号】

【 分 子 式 】C11H9NO4

【 分 子 量 】219.1968

【元素组成】C 60.28% H 4.14% N 6.39% O 29.2%

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:(XVII)

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