6-[3-(1-金刚烷基)-4-甲氧基苯基]-2-萘甲酸甲酯合成路线 （共 17 条）
反应条件
1: 2-(1-adamantyl)-4-bromo-1-methoxybenzene With iodine; magnesium in tetrahydrofuran T=40°C; 1 h; Inert atmosphere; 2: 6-bromo-naphthalene-2-carboxylic acid methyl ester With bis-triphenylphosphine-palladium(II) chloride; zinc(II) chloride in tetrahydrofuran T=55°C; Negishi Coupling; 0.75 h;
参考文献
Liu, Zhichang; Xiang, Jiannan
Organic Process Research and Development, 2006 , vol. 10, # 2 p. 285 - 288
反应条件
1: 2-(1-adamantyl)-4-bromo-1-methoxybenzene With magnesium; ethylene dibromide in tetrahydrofuran T=45 - 55°C; 1.5 h; 2: With zinc(II) chloride in tetrahydrofuran T=20 - 25°C; 1 h; 3: 6-bromo-naphthalene-2-carboxylic acid methyl ester With Cl2Ni(1,2-bis(diphenylphosphino)ethane) in tetrahydrofuran T=20°C; 2 h;
参考文献
Puig Serrano, Jordi
Patent: US2009/131713 A1, 2009 ;
Location in patent: Page/Page column 3; 5 ;
反应条件
1: 6-(3-adamantan-1-yl-4-hydroxyphenyl)naphthalene-2-carboxylic acid methyl ester With sodium hydride in N,N-dimethyl-formamide T=0°C; 1 h; 2: methyl iodide in N,N-dimethyl-formamide T=20°C; 1.5 h;
参考文献
Cincinelli, Raffaella; Musso, Loana; Giannini, Giuseppe; Zuco, Valentina; De Cesare, Michelandrea; Zunino, Franco; Dallavalle, Sabrina
European Journal of Medicinal Chemistry, 2014 , vol. 79, p. 251 - 259
反应条件
1: With tris-(3-hydroxypropyl)-phosphine; nickel dichloride in tetrahydrofuran 1 h; Heating / reflux; 2: 3-(1-adamantyl)-4-methoxyphenylboronic acid; 2-methoxycarbonyl-6-(p-tolylsulfonyl)naphthalene With water; potassium carbonate in tetrahydrofuran T=50°C; 24 h; Heating / reflux; Product distribution / selectivity;
参考文献
Dipharma S.p.A.; Lundbeck Pharmaceuticals Italy S.P.A.
Patent: EP1707555 A1, 2006 ;
Location in patent: Page/Page column 5 ;
反应条件
potassium phosphate; dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine; palladium diacetate in tetrahydrofuran; water Suzuki-Miyaura cross-coupling; Inert atmosphereReflux; Product distribution / selectivity;
参考文献
Kalvinsh, Ivars; Chernobrovijs, Aleksandrs; Tribulovich, Vyacheslav; Labeish, Vladimir
Patent: US2010/160677 A1, 2010 ;
Location in patent: Page/Page column 5 ;
反应条件
sodium carbonate; dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine; tris-(dibenzylideneacetone)dipalladium(0) in tetrahydrofuran; water Suzuki-Miyaura cross-coupling; Inert atmosphereReflux; Product distribution / selectivity;
参考文献
Kalvinsh, Ivars; Chernobrovijs, Aleksandrs; Tribulovich, Vyacheslav; Labeish, Vladimir
Patent: US2010/160677 A1, 2010 ;
Location in patent: Page/Page column 4-5 ;
反应条件
1: methyl 6-lt;3-(1-adamantyl)-4-hydroxyphenylgt;-2-naphthoate With sodium hydride in N,N-dimethyl-formamide T=0°C; 1 h; 2: methyl iodide in N,N-dimethyl-formamide T=20°C; 1.5 h;
参考文献
WO2007/383 A1, ;
Page/Page column 19; 20 ;
反应条件
potassium carbonate; dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine; tris-(dibenzylideneacetone)dipalladium(0) in tetrahydrofuran; water Suzuki-Miyaura cross-coupling; Inert atmosphereReflux; Product distribution / selectivity;
参考文献
Kalvinsh, Ivars; Chernobrovijs, Aleksandrs; Tribulovich, Vyacheslav; Labeish, Vladimir
Patent: US2010/160677 A1, 2010 ;
Location in patent: Page/Page column 5 ;
反应条件
sulfuric acid in ethanol; cyclohexane; nitrogen
反应条件
bis-triphenylphosphine-palladium(II) chloride; zinc(II) chloride T=55°C; Negishi coupling reaction; 0.75 h;
参考文献
Milanese, Alberto; Gorincioi, Elena; Rajabi, Mehdi; Vistoli, Giulio; Santaniello, Enzo
Bioorganic Chemistry, 2011 , vol. 39, # 4 p. 151 - 158
