反式-1-苄基-4-(4-氯苯基)吡咯烷-3-羧酸甲酯合成路线 (共 8 条)
反应条件
1: With sodium methylate in methanol
T=20°C; 116 h;
2: With sulfuric acid in methanol
T=60°C; pH=1; 19 h;
3: With sodium carbonate in tert-butyl methyl ether; water
T=0°C; pH=9;
参考文献
F. HOFFMANN-LA ROCHE AG; KNUST, Henner; KOBLET, Andreas; NETTEKOVEN, Matthias; RATNI, Hasane; RIEMER, Claus; VIFIAN, Walter
Patent: WO2011/85886 A1, 2011 ;
Location in patent: Page/Page column 93 ;
WO 2011/085886 A1
反应条件
sodium methylate in dichloromethane
T=20°C; 24 h;
参考文献
Pfizer Inc
Patent: US2005/176772 A1, 2005 ;
Location in patent: Page/Page column 62-63 ;
US 20050176772 A1
反应条件
1.1: trifluoroacetic acid / dichloromethane / 24 h / 20 °C / Cooling with water
1.2: 67 h / 20 °C
1.3: 1 h / 5 °C / pH 1.5
2.1: hydrogen / [Ru(OAc)2((S)-2-Furyl-MeOBIPHEP)] / methanol / 20 h / 30 °C / 30003 Torr / Inert atmosphere
3.1: sulfuric acid / 19 h / 60 °C
3.2: 0 °C / pH 9
4.1: sodium methylate / methanol / 116 h / 20 °C
4.2: 19 h / 60 °C / pH 1
4.3: 0 °C / pH 9
View Scheme
参考文献
Knust, Henner; Koblet, Andreas; Nettekoven, Matthias; Ratni, Hasane; Riemer, Claus; Vifian, Walter
Patent: US2011/144081 A1, 2011 ;
US 20110144081 A1
反应条件
1.1: hydrogen / [Ru(OAc)2((S)-2-Furyl-MeOBIPHEP)] / methanol / 20 h / 30 °C / 30003 Torr / Inert atmosphere
2.1: sulfuric acid / 19 h / 60 °C
2.2: 0 °C / pH 9
3.1: sodium methylate / methanol / 116 h / 20 °C
3.2: 19 h / 60 °C / pH 1
3.3: 0 °C / pH 9
View Scheme
参考文献
Knust, Henner; Koblet, Andreas; Nettekoven, Matthias; Ratni, Hasane; Riemer, Claus; Vifian, Walter
Patent: US2011/144081 A1, 2011 ;
US 20110144081 A1
反应条件
1.1: caesium carbonate; copper(l) iodide / bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 41 h / 35 °C / Inert atmosphere
2.1: trifluoroacetic acid / dichloromethane / 24 h / 20 °C / Cooling with water
2.2: 67 h / 20 °C
2.3: 1 h / 5 °C / pH 1.5
3.1: hydrogen / [Ru(OAc)2((S)-2-Furyl-MeOBIPHEP)] / methanol / 20 h / 30 °C / 30003 Torr / Inert atmosphere
4.1: sulfuric acid / 19 h / 60 °C
4.2: 0 °C / pH 9
5.1: sodium methylate / methanol / 116 h / 20 °C
5.2: 19 h / 60 °C / pH 1
5.3: 0 °C / pH 9
View Scheme
参考文献
Knust, Henner; Koblet, Andreas; Nettekoven, Matthias; Ratni, Hasane; Riemer, Claus; Vifian, Walter
Patent: US2011/144081 A1, 2011 ;
US 20110144081 A1
反应条件
1.1: trifluoroacetic acid / dichloromethane / 24 h / 20 °C / Cooling with water
1.2: 67 h / 20 °C
1.3: 1 h / 5 °C / pH 1.5
2.1: hydrogen / [Ru(OAc)2((S)-2-Furyl-MeOBIPHEP)] / methanol / 20 h / 30 °C / 30003 Torr / Inert atmosphere
3.1: sulfuric acid / 19 h / 60 °C
3.2: 0 °C / pH 9
4.1: sodium methylate / methanol / 116 h / 20 °C
4.2: 19 h / 60 °C / pH 1
4.3: 0 °C / pH 9
View Scheme
参考文献
Knust, Henner; Koblet, Andreas; Nettekoven, Matthias; Ratni, Hasane; Riemer, Claus; Vifian, Walter
Patent: US2011/144081 A1, 2011 ;
US 20110144081 A1
反应条件
1.1: sulfuric acid / 19 h / 60 °C
1.2: 0 °C / pH 9
2.1: sodium methylate / methanol / 116 h / 20 °C
2.2: 19 h / 60 °C / pH 1
2.3: 0 °C / pH 9
View Scheme
参考文献
Knust, Henner; Koblet, Andreas; Nettekoven, Matthias; Ratni, Hasane; Riemer, Claus; Vifian, Walter
Patent: US2011/144081 A1, 2011 ;
US 20110144081 A1
反应条件
1: With 1-chloroethyl chlorocarbonate in dichloromethane
T=0 - 20°C; 48 h;
2: With 1-chloroethyl chlorocarbonate; triethylamine in dichloromethane
T=0 - 20°C; 1.5 h;
参考文献
Pfizer Inc
Patent: US2005/176772 A1, 2005 ;
Location in patent: Page/Page column 63 ;
US 20050176772 A1