(1R,9S,12S,13S,14S,17R,21S,23S,24R,25S,27R)-14-[[tert-butyl(dimethyl)silyl]oxy]-12-[(E)-2-((1R,3R,4R)-4-[[5-(3,5-dimethoxyphenyl)-1H-imidazol-2-yl]methoxy]-3-methoxycyclohexyl)-1-methylethenyl]-17-ethyl-1-hydroxy-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.0(4,9)]octacos-18-ene-2,3,10,16-tetrone -Drug Synthesis Database

【结构式】

【分子编号】22760

【品名】(1R,9S,12S,13S,14S,17R,21S,23S,24R,25S,27R)-14-[[tert-butyl(dimethyl)silyl]oxy]-12-[(E)-2-((1R,3R,4R)-4-[[5-(3,5-dimethoxyphenyl)-1H-imidazol-2-yl]methoxy]-3-methoxycyclohexyl)-1-methylethenyl]-17-ethyl-1-hydroxy-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.0(4,9)]octacos-18-ene-2,3,10,16-tetrone

【CA登记号】

【分子式】C₆₁H₉₅N₃O₁₄Si

【分子量】1122.52262

【元素组成】C 65.27% H 8.53% N 3.74% O 19.95% Si 2.5%

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：(IX)

The aryl imidazole (IX) was then constructed by cyclization of (VII) with 3,5-dimethoxyphenylglyoxal (VIII) and ammonia in MeOH yielding (IX). Finally, the title compound was obtained by desilylation of (IX) with HF in pyridine-THF.

参考文献中间体

合成目标

【1】 Goulet, M.T.; McAlpine, S.R.; Staruch, M.J.; Koprak, S.; Dumont, F.J.; Cryan, J.G.; Wiederrecht, G.J.; Rosa, R.; Wilusz, M.B.; Peterson, L.B.; Wyvratt, M.J.; Parsons, W.H..; C32-O-imidazol-2-yl-methyl ether derivatives of the immunosuppressant ascomycin with improved therapeutic potential. Bioorg Med Chem Lett 1998, 8, 16, 2253.
【2】 Goulet, M.; Wyvratt, M.J.; Sinclair, P.J.; Wong, F. (Merck & Co., Inc.); Imidazolidyl macrolides having immunosuppressive activity. EP 0536896; JP 1994510303; US 5247076; WO 9305059 .
【3】 Sinclair, P.J.; Wong, F.; Wyvratt, M.J.; Goulet, M. (Merck & Co., Inc.); Imidazolidyl macrolides having immunosuppressive activity. US 5344925 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(VII)	22758	2-([(1R,2R,4R)-4-[(E)-2-((1R,9S,12S,13S,14S,17R,21S,23S,24R,25S,27R)-14-[[tert-butyl(dimethyl)silyl]oxy]-17-ethyl-1-hydroxy-23,25-dimethoxy-13,19,21,27-tetramethyl-2,3,10,16-tetraoxo-11,28-dioxa-4-azatricyclo[22.3.1.0(4,9)]octacos-18-en-12-yl)-1-propenyl]-2-methoxycyclohexyl]oxy)acetaldehyde	C₅₁H₈₅NO₁₃Si	详情	详情
(VIII)	22759	1-(3,5-dimethoxyphenyl)-2,2-dihydroxy-1-ethanone	C₁₀H₁₂O₅	详情	详情
(IX)	22760	(1R,9S,12S,13S,14S,17R,21S,23S,24R,25S,27R)-14-[[tert-butyl(dimethyl)silyl]oxy]-12-[(E)-2-((1R,3R,4R)-4-[[5-(3,5-dimethoxyphenyl)-1H-imidazol-2-yl]methoxy]-3-methoxycyclohexyl)-1-methylethenyl]-17-ethyl-1-hydroxy-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.0(4,9)]octacos-18-ene-2,3,10,16-tetrone	C₆₁H₉₅N₃O₁₄Si	详情	详情

Extended Information