3-氧代-3,6-二氢-2H-吡啶-1-羧酸叔丁酯合成路线 (共 8 条)
反应条件
Dess-Martin periodane in dichloromethane T=20°C; 2 h;
参考文献
XI, Ning; WANG, Tingjin; YI, Lei
Patent: WO2013/138210 A1, 2013 ;
Location in patent: Paragraph 0248 ;
反应条件
1: Et3N / DMAP 2: 54 percent / Grubbs' II Ru catalyst / CH2Cl2 3: 65 percent / PCC / CH2Cl2 View Scheme
参考文献
CERENIS THERAPEUTICS SA; ONICIU, Daniela Carmen; DASSEUX, Jean-Louis Henri; BARBARAS, Ronald; KOCHUBEY, Valery; KOVALSKY, Dmitry; RODIN, Oleg Gennadievich; GEOFFROY, Otto; RZEPIELA, Anna
Patent: WO2012/54535 A2, 2012 ;
反应条件
1: 54 percent / Grubbs' II Ru catalyst / CH2Cl2 2: 65 percent / PCC / CH2Cl2 View Scheme
参考文献
Claessens, Sven; Jacobs, Jan; De Kimpe, Norbert
Synlett, 2007 , # 5 p. 741 - 744
反应条件
1: triethylamine / CH2Cl2 2: PCC / CHCl3 View Scheme
参考文献
Easton; Easton, Christopher J.; Hughes; Merricc Hughes; Tiekink; Tiekink, Edward R. T.; Lubin; Lubin, Carolyn E.; Savage; Paul Savage; Simpson; Simpson, Gregory W.
Tetrahedron Letters, 1994 , vol. 35, # 21 p. 3589 - 3592
反应条件
1: triethylamine / dichloromethane / 2 h / 0 - 20 °C 2: 1,8-diazabicyclo[5.4.0]undec-7-ene / 16 h / 80 °C 3: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 14 h / 0 - 20 °C 4: trimethylsilyl iodide / N,N-dimethyl-formamide / 20 °C / |Cooling with ice 5: pyridinium p-toluenesulfonate / dichloromethane / 20 °C 6: 1,8-diazabicyclo[5.4.0]undec-7-ene / 27 h / 80 °C 7: hydrogenchloride / dichloromethane; ethyl acetate; methanol / 0 - 20 °C 8: Dess-Martin periodane / dichloromethane / 2 h / 20 °C View Scheme
参考文献
XI, Ning; WANG, Tingjin; YI, Lei
Patent: WO2013/138210 A1, 2013 ;
反应条件
1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 16 h / 80 °C 2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 14 h / 0 - 20 °C 3: trimethylsilyl iodide / N,N-dimethyl-formamide / 20 °C / |Cooling with ice 4: pyridinium p-toluenesulfonate / dichloromethane / 20 °C 5: 1,8-diazabicyclo[5.4.0]undec-7-ene / 27 h / 80 °C 6: hydrogenchloride / dichloromethane; ethyl acetate; methanol / 0 - 20 °C 7: Dess-Martin periodane / dichloromethane / 2 h / 20 °C View Scheme
参考文献
XI, Ning; WANG, Tingjin; YI, Lei
Patent: WO2013/138210 A1, 2013 ;
反应条件
1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 14 h / 0 - 20 °C 2: trimethylsilyl iodide / N,N-dimethyl-formamide / 20 °C / |Cooling with ice 3: pyridinium p-toluenesulfonate / dichloromethane / 20 °C 4: 1,8-diazabicyclo[5.4.0]undec-7-ene / 27 h / 80 °C 5: hydrogenchloride / dichloromethane; ethyl acetate; methanol / 0 - 20 °C 6: Dess-Martin periodane / dichloromethane / 2 h / 20 °C View Scheme
参考文献
XI, Ning; WANG, Tingjin; YI, Lei
Patent: WO2013/138210 A1, 2013 ;
反应条件
1: trimethylsilyl iodide / N,N-dimethyl-formamide / 20 °C / |Cooling with ice 2: pyridinium p-toluenesulfonate / dichloromethane / 20 °C 3: 1,8-diazabicyclo[5.4.0]undec-7-ene / 27 h / 80 °C 4: hydrogenchloride / dichloromethane; ethyl acetate; methanol / 0 - 20 °C 5: Dess-Martin periodane / dichloromethane / 2 h / 20 °C View Scheme
参考文献
XI, Ning; WANG, Tingjin; YI, Lei
Patent: WO2013/138210 A1, 2013 ;