7-[4-(4-氟苯基)-6-异丙基-2-(N-甲基甲磺酰胺基)-5-嘧啶]-(3R)-叔丁基二甲硅氧基-5-氧代-(6E)-庚酸甲酯合成路线 （共 12 条）
反应条件
in toluene Wittig condensation; 30 h; Heating / reflux;
参考文献
ORCHID CHEMICALS and PHARMACEUTICALS LIMITED
Patent: WO2008/93205 A2, 2008 ;
Location in patent: Page/Page column 7-8 ;
反应条件
1: 86.7 percent / piperidine, AcOH / benzene / Heating 2: 1.) HMPA, 2.) DDQ / 1.) 100 deg C, 22 h, 2.) benzene, 30 min 3: 95.7 percent / m-CPBA / CHCl3 / Ambient temperature 4: 46.9 g / ethanol / 1 h / Ambient temperature 5: 1.) NaH / 1.) DMF, 30 min, 2.) DMF, RT, 2 h 6: 277 mg / DIBAL-H / toluene / 1 h / -74 °C 7: 71.2 percent / 4-methylmorpholine-N-oxide, tetrapropyl-ammonium perruthenate, molecular sieves 4 Angstroem / CH2Cl2 / 2 h 8: 71.3 percent / acetonitrile / 14 h / Heating View Scheme
参考文献
Bioorganic and Medicinal Chemistry, , vol. 5, # 2 p. 437 - 444
反应条件
1: 1.) HMPA, 2.) DDQ / 1.) 100 deg C, 22 h, 2.) benzene, 30 min 2: 95.7 percent / m-CPBA / CHCl3 / Ambient temperature 3: 46.9 g / ethanol / 1 h / Ambient temperature 4: 1.) NaH / 1.) DMF, 30 min, 2.) DMF, RT, 2 h 5: 277 mg / DIBAL-H / toluene / 1 h / -74 °C 6: 71.2 percent / 4-methylmorpholine-N-oxide, tetrapropyl-ammonium perruthenate, molecular sieves 4 Angstroem / CH2Cl2 / 2 h 7: 71.3 percent / acetonitrile / 14 h / Heating View Scheme
参考文献
Bioorganic and Medicinal Chemistry, , vol. 5, # 2 p. 437 - 444
反应条件
1: 1.) NaH / 1.) DMF, 30 min, 2.) DMF, RT, 2 h 2: 277 mg / DIBAL-H / toluene / 1 h / -74 °C 3: 71.2 percent / 4-methylmorpholine-N-oxide, tetrapropyl-ammonium perruthenate, molecular sieves 4 Angstroem / CH2Cl2 / 2 h 4: 71.3 percent / acetonitrile / 14 h / Heating View Scheme
参考文献
Bioorganic and Medicinal Chemistry, , vol. 5, # 2 p. 437 - 444
反应条件
1: 95.7 percent / m-CPBA / CHCl3 / Ambient temperature 2: 46.9 g / ethanol / 1 h / Ambient temperature 3: 1.) NaH / 1.) DMF, 30 min, 2.) DMF, RT, 2 h 4: 277 mg / DIBAL-H / toluene / 1 h / -74 °C 5: 71.2 percent / 4-methylmorpholine-N-oxide, tetrapropyl-ammonium perruthenate, molecular sieves 4 Angstroem / CH2Cl2 / 2 h 6: 71.3 percent / acetonitrile / 14 h / Heating View Scheme
参考文献
Bioorganic and Medicinal Chemistry, , vol. 5, # 2 p. 437 - 444
反应条件
1: 71.2 percent / 4-methylmorpholine-N-oxide, tetrapropyl-ammonium perruthenate, molecular sieves 4 Angstroem / CH2Cl2 / 2 h 2: 71.3 percent / acetonitrile / 14 h / Heating View Scheme
参考文献
Bioorganic and Medicinal Chemistry, , vol. 5, # 2 p. 437 - 444
反应条件
1: 46.9 g / ethanol / 1 h / Ambient temperature 2: 1.) NaH / 1.) DMF, 30 min, 2.) DMF, RT, 2 h 3: 277 mg / DIBAL-H / toluene / 1 h / -74 °C 4: 71.2 percent / 4-methylmorpholine-N-oxide, tetrapropyl-ammonium perruthenate, molecular sieves 4 Angstroem / CH2Cl2 / 2 h 5: 71.3 percent / acetonitrile / 14 h / Heating View Scheme
参考文献
Bioorganic and Medicinal Chemistry, , vol. 5, # 2 p. 437 - 444
反应条件
1: 277 mg / DIBAL-H / toluene / 1 h / -74 °C 2: 71.2 percent / 4-methylmorpholine-N-oxide, tetrapropyl-ammonium perruthenate, molecular sieves 4 Angstroem / CH2Cl2 / 2 h 3: 71.3 percent / acetonitrile / 14 h / Heating View Scheme
参考文献
Bioorganic and Medicinal Chemistry, , vol. 5, # 2 p. 437 - 444
反应条件
1.1: hydrogen fluoride / acetonitrile / 6.5 h / 0 - 28 °C 1.2: 0.33 h / pH 8 2.1: diethyl methoxy borane / tetrahydrofuran; methanol / 1.5 h / -85 °C / Inert atmosphere 2.2: 12.5 h / -85 - 30 °C 3.1: water / acetonitrile / 2.75 h / 40 °C 4.1: hydrogenchloride / diethyl ether; water / 0.5 h / pH 5 View Scheme
参考文献
Changzhou Pharmaceutical Factory
Patent: EP2298745 A1, 2011 ;
反应条件
1: 13 g / HF / acetonitrile / 1.5 h / Ambient temperature 2: 1.) Et2BOMe, 2.) NaBH4 / 1.) THF, MeOH, -78 deg C, 30 min, 2.) THF, MeOH, 3 h View Scheme
参考文献
JUBILANT LIFE SCIENCES LTD.; SINGH, Khushwant; SINGH, Anand, Kumar; SRIVASTAVA, Rahul; KUMAR, Pramod; VIR, Dharam; AGARWAL, Ashutosh
Patent: WO2012/63115 A2, 2012 ;
