(R)-(-)-3-奎宁醇合成路线 (共 33 条)
反应条件
1: 2-chloroethoxycarbonyl chloride; (3R)-3-hydroxy-1-azabicyclo[2.2.2]octane With N-ethyl-N,N-diisopropylamine in tetrahydrofuran T=0 - 20°C; 2: (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline in tetrahydrofuran T=20°C; 16 h; Product distribution / selectivity;
参考文献
TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.
Patent: WO2007/76116 A2, 2007 ;
Location in patent: Page/Page column 14 ;
反应条件
in N,N-dimethyl-formamide; toluene 8 h;
参考文献
Astellas Pharma Inc.
Patent: EP1726304 A1, 2006 ;
Location in patent: Page/Page column 7 ;
反应条件
in N,N-dimethyl-formamide; toluene 8 h;
参考文献
Astellas Pharma Inc.
Patent: EP1726304 A1, 2006 ;
Location in patent: Page/Page column 7 ;
反应条件
potassium 2-methyl-2-butoxide in toluene T=90°C; 3 h; Product distribution / selectivity;
参考文献
WO2008/77357 A2, ;
Page/Page column 6-7 ;
反应条件
potassium tert-butylate in toluene T=90°C; 3 - 10 h; Product distribution / selectivity;
参考文献
ZENTIVA, A.S.
Patent: WO2008/77357 A2, 2008 ;
Location in patent: Page/Page column 5 ;
反应条件
sodium ethanolate in water; N,N-dimethyl-formamide; toluene T=20°C; 8 h; Heating; Product distribution / selectivity;
参考文献
Astellas Pharma Inc.
Patent: EP1714965 A1, 2006 ;
Location in patent: Page/Page column 9; 10 ;
反应条件
1.1: bis-p-nitrophenyl carbonate / N,N-dimethyl-formamide / 25 - 30 °C 1.2: 3 h / 25 - 30 °C 1.3: 25 - 30 °C / pH 1 - 2 2.1: ammonium hydroxide / water / pH 9 - 10 View Scheme
参考文献
Niphade, Navnath C.; Jagtap, Kunal M.; Mali, Anil C.; Solanki, Pavankumar V.; Jachak, Madhukar N.; Mathad, Vijayavitthal T.
Monatshefte fur Chemie, 2011 , vol. 142, # 11 p. 1181 - 1186
反应条件
1.1: tetrahydrofuran / 4 h / 0 °C / Inert atmosphere 2.1: triethylamine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere 3.1: sulfuric acid; acetic acid / 4 h / 20 - 30 °C / Ice bath 3.2: pH 10 4.1: hydrogenchloride / water / 20 - 25 °C 4.2: pH 10 View Scheme
参考文献
ISOCHEM; BESSA BELLMUNT, Jordi; CORBELLA MORATO, Marina
Patent: WO2012/175119 A1, 2012 ;
反应条件
potassium 2-methyl-2-butoxide in toluene T=90°C; 3 h; Product distribution / selectivity;
参考文献
WO2008/77357 A2, ;
Page/Page column 6-7 ;
反应条件
sodium ethanolate in toluene T=70 - 95°C; 2.5 h; Inert atmosphere;
参考文献
RANBAXY LABORATORIES LIMITED
Patent: US2009/326004 A1, 2009 ;
Location in patent: Page/Page column 8 ;