(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 -Drug Synthesis Database

【结构式】

【分子编号】43055

【品名】(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

【CA登记号】

【分子式】C₃₈H₆₄N₁₂O₁₄

【分子量】912.99864

【元素组成】C 49.99% H 7.07% N 18.41% O 24.53%

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：(XIII)

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.

参考文献中间体

合成目标

【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	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