(S)-(2,3-二甲氧基苯基){1-[2-(4-氟苯基)乙基]-4-哌啶基}甲醇合成路线 （共 11 条）
反应条件
1: With sulfuric acid in tetrahydrofuran; water 12 h; Heating / reflux; 2: With sodium hydroxide in tetrahydrofuran; water T=20°C; Product distribution / selectivity;
参考文献
Aventis Pharmaceuticals, Inc.; Hoechst Marion Roussel Deutschland GmbH
Patent: EP1734037 A2, 2006 ;
Location in patent: Page/Page column 11; 44 ;
反应条件
potassium carbonate in methanol; water; toluene
T=50 - 60°C; 1.25 - 1.75 h;
参考文献
Aventis Pharmaceuticals, Inc.; Hoechst Marion Roussel Deutschland GmbH
Patent: EP1734037 A2, 2006 ;
Location in patent: Page/Page column 11; 42 ;
反应条件
sodium hydrogencarbonate in N,N-dimethyl-formamide
T=85°C; Alkylation; 1.5 h;
参考文献
Ullrich, Thomas; Rice, Kenner C.
Bioorganic and Medicinal Chemistry, 2000 , vol. 8, # 10 p. 2427 - 2432
反应条件
potassium hydroxide in N,N,N',N',N'',N''-hexamethylphosphoric triamide; dichloromethane
T=22°C; Methylation; 0.166667 h;
参考文献
Mathis; Mahmood; Huang; Simpson; Gerdes; Price
Medicinal Chemistry Research, 1996 , vol. 6, # 1 p. 1 - 10
反应条件
1.1: 68 percent / potassium carbonate / dimethylformamide / 90 °C
2.1: ethylmagnesium bromide / tetrahydrofuran / 1.5 h / -15 - 0 °C
3.1: n-BuLi / tetrahydrofuran; hexane / 0 - 20 °C
3.2: 0.820 g / tetrahydrofuran; hexane / 3 h / 20 °C
4.1: formic acid; triethylamine / [((S,S)-N-(1,2,6-triphenyl-3-azahexyl)tosylamido)RuCl] / 20 h / 40 °C
View Scheme
参考文献
Morris, David J.; Hayes, Aidan M.; Wills, Martin
Journal of Organic Chemistry, 2006 , vol. 71, # 18 p. 7035 - 7044
反应条件
1.1: 98 percent / tetrabromomethane; triphenylphosphine / CH2Cl2 / 1.17 h / 0 - 20 °C
2.1: 68 percent / potassium carbonate / dimethylformamide / 90 °C
3.1: ethylmagnesium bromide / tetrahydrofuran / 1.5 h / -15 - 0 °C
4.1: n-BuLi / tetrahydrofuran; hexane / 0 - 20 °C
4.2: 0.820 g / tetrahydrofuran; hexane / 3 h / 20 °C
5.1: formic acid; triethylamine / [((S,S)-N-(1,2,6-triphenyl-3-azahexyl)tosylamido)RuCl] / 20 h / 40 °C
View Scheme
参考文献
Morris, David J.; Hayes, Aidan M.; Wills, Martin
Journal of Organic Chemistry, 2006 , vol. 71, # 18 p. 7035 - 7044
反应条件
1.1: ethylmagnesium bromide / tetrahydrofuran / 1.5 h / -15 - 0 °C
2.1: n-BuLi / tetrahydrofuran; hexane / 0 - 20 °C
2.2: 0.820 g / tetrahydrofuran; hexane / 3 h / 20 °C
3.1: formic acid; triethylamine / [((S,S)-N-(1,2,6-triphenyl-3-azahexyl)tosylamido)RuCl] / 20 h / 40 °C
View Scheme
参考文献
Morris, David J.; Hayes, Aidan M.; Wills, Martin
Journal of Organic Chemistry, 2006 , vol. 71, # 18 p. 7035 - 7044
反应条件
1.1: n-BuLi / tetrahydrofuran; hexane / 0 - 20 °C
1.2: 0.820 g / tetrahydrofuran; hexane / 3 h / 20 °C
2.1: formic acid; triethylamine / [((S,S)-N-(1,2,6-triphenyl-3-azahexyl)tosylamido)RuCl] / 20 h / 40 °C
View Scheme
参考文献
Morris, David J.; Hayes, Aidan M.; Wills, Martin
Journal of Organic Chemistry, 2006 , vol. 71, # 18 p. 7035 - 7044
反应条件
formic acid; triethylamine; [((S,S)-N-(1,2,6-triphenyl-3-azahexyl)tosylamido)RuCl]
T=40°C; 20 h; Title compound not separated from byproducts;
参考文献
Morris, David J.; Hayes, Aidan M.; Wills, Martin
Journal of Organic Chemistry, 2006 , vol. 71, # 18 p. 7035 - 7044
反应条件
1: 76 percent / (-)-di-O,O'-p-toluyl-L-tartaric acid / methanol / Heating
2: 96 percent / NaHCO3 / dimethylformamide / 1.5 h / 85 °C
View Scheme
参考文献
Ullrich, Thomas; Rice, Kenner C.
Bioorganic and Medicinal Chemistry, 2000 , vol. 8, # 10 p. 2427 - 2432
