甲基N-[2-乙基-6-(三氟甲基)-1,2,3,4-四氢喹啉-4-基]氨基甲酸酯合成路线 (共 14 条)
反应条件
1: 82 percent / pyridine / CH2Cl2 / 2.5 h / 0 - 20 °C 2: 52 percent / potassium tert-butoxide / CH2Cl2 / 4 h / 20 °C View Scheme
参考文献
Damon, David B.; Dugger, Robert W.; Hubbs, Stephen E.; Scott, Jill M.; Scott, Robert W.
Organic Process Research and Development, 2006 , vol. 10, # 3 p. 472 - 480
反应条件
sodium tetrahydroborate; magnesium chloride in ethanol; water
T=-10 - 0°C;
参考文献
Guino, Meritxell; Pim, Huat Phua; Caille, Jean-Claude; King, Kuok Hii
Journal of Organic Chemistry, 2007 , vol. 72, # 16 p. 6290 - 6293
反应条件
1: With C40H24BO4(1-)*H(1+) in CPME; toluene
T=-15°C; 2 h;
2: With sodium methylate in methanol; CPME; toluene
T=-15 - 20°C; 3.25 h;
参考文献
TAKASAGO INTERNATIONAL CORPORATION
Patent: WO2004/78730 A2, 2004 ;
Location in patent: Page 94; 95 ;
反应条件
C40H24BO4(1-)*H(1+) in dichloromethane; toluene
T=0°C; 4 h;
参考文献
TAKASAGO INTERNATIONAL CORPORATION
Patent: WO2004/78730 A2, 2004 ;
Location in patent: Page 90; 91 ;
反应条件
C40H24BO4(1-)*H(1+) in dichloromethane
T=-30°C; 5 h;
参考文献
TAKASAGO INTERNATIONAL CORPORATION
Patent: WO2004/78730 A2, 2004 ;
Location in patent: Page 89 ;
反应条件
C40H24BO4(1-)*H(1+) in dichloromethane
T=-20°C; 2 h;
参考文献
TAKASAGO INTERNATIONAL CORPORATION
Patent: WO2004/78730 A2, 2004 ;
Location in patent: Page 93; 94 ;
反应条件
1: (S)-P-Phos / Pd(OTf)2*2H2O / toluene / 36 h / 50 °C
2: 92 percent / sodium borohydride; MgCl2*6H2O / ethanol; H2O / -10 - 0 °C
View Scheme
参考文献
Guino, Meritxell; Pim, Huat Phua; Caille, Jean-Claude; King, Kuok Hii
Journal of Organic Chemistry, 2007 , vol. 72, # 16 p. 6290 - 6293
反应条件
1: (S)-P-Phos / Pd(OTf)2*2H2O / toluene / 36 h / 50 °C
2: 92 percent / sodium borohydride; MgCl2*6H2O / ethanol; H2O / -10 - 0 °C
View Scheme
参考文献
Guino, Meritxell; Pim, Huat Phua; Caille, Jean-Claude; King, Kuok Hii
Journal of Organic Chemistry, 2007 , vol. 72, # 16 p. 6290 - 6293
反应条件
1.1: caesium carbonate / toluene / 1 h / 20 °C / |Inert atmosphere
1.2: 16 h / 20 - 79 °C / |Inert atmosphere
2.1: sulfuric acid; water / 17 h / 35 °C / |Inert atmosphere; |Large scale
3.1: lithium tert-butylate / tetrahydrofuran; di-isopropyl ether / 0.17 h / 2 - 5 °C / |Inert atmosphere; |Large scale
4.1: sodium tetrahydroborate / toluene; ethanol; water / 0.33 h / 20 °C / |Inert atmosphere; |Large scale
4.2: 0.75 h / -10 - 0 °C / |Inert atmosphere; |Large scale
View Scheme
参考文献
Damon, David B.; Dugger, Robert W.; Hubbs, Stephen E.; Scott, Jill M.; Scott, Robert W.
Organic Process Research and Development, 2006 , vol. 10, # 3 p. 472 - 480
反应条件
1.1: tetrahydrofuran / 6.5 h / 40 - 65 °C
2.1: sodium carbonate / dichloromethane / 2 h / |Inert atmosphere
3.1: caesium carbonate / toluene / 1 h / 20 °C / |Inert atmosphere
3.2: 16 h / 20 - 79 °C / |Inert atmosphere
4.1: sulfuric acid; water / 17 h / 35 °C / |Inert atmosphere; |Large scale
5.1: lithium tert-butylate / tetrahydrofuran; di-isopropyl ether / 0.17 h / 2 - 5 °C / |Inert atmosphere; |Large scale
6.1: sodium tetrahydroborate / toluene; ethanol; water / 0.33 h / 20 °C / |Inert atmosphere; |Large scale
6.2: 0.75 h / -10 - 0 °C / |Inert atmosphere; |Large scale
View Scheme
参考文献
Damon, David B.; Dugger, Robert W.; Hubbs, Stephen E.; Scott, Jill M.; Scott, Robert W.
Organic Process Research and Development, 2006 , vol. 10, # 3 p. 472 - 480