乙基3-苄基-2,4-二氧代-3-氮杂双环[3.1.0]己烷-6-羧酸酯合成路线 (共 8 条)
反应条件
1: 15 - 30 °C 2: 16 h / 30 °C / 3345.86 Torr View Scheme
参考文献
Org. Process Res. Dev., , vol. 15, # 5 p. 1052 - 1062
反应条件
1: 15 - 30 °C 2: 16 h / 30 °C / 3345.86 Torr 4: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / -78 °C View Scheme
参考文献
Org. Process Res. Dev., , vol. 15, # 5 p. 1052 - 1062
反应条件
1.1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 0 °C 1.2: 0 °C / Reflux 2.1: hydrogen / palladium(II) oxide hydrate / methanol / 775.74 Torr View Scheme
参考文献
MERCK SHARP and DOHME CORP.; NAIR, Anilkumar, G.; DUCA, Jose, S.; DWYER, Michael, P.; KOZLOWSKI, Joseph, A.; ROSENBLUM, Stuart, B.
Patent: WO2012/125661 A1, 2012 ;
WO 2012/125661 A1
反应条件
1: LiAlH4 / tetrahydrofuran / 48 h / Heating 2: H2 / Pd/C / methanol / 23 h / 0 °C 3: aq. K2CO3 / dioxane / 15 h / 20 °C 4: CrO3; aq. H2SO4 / acetone / 2 h / 0 - 20 °C 5: NEt3; (PhO)2P(O)N3 / 44 h / Heating 6: H2 / Pd/C / methanol / 5 h / 0 °C View Scheme
参考文献
MERCK SHARP and DOHME CORP.; NAIR, Anilkumar, G.; KOZLOWSKI, Joseph, A.; DUCA, Jose, S.; ROSENBLUM, Stuart, B.
Patent: WO2012/125662 A1, 2012 ;
WO 2012/125662 A1
反应条件
1: LiAlH4 / tetrahydrofuran / 48 h / Heating 2: H2 / Pd/C / methanol / 23 h / 0 °C View Scheme
参考文献
Anquetin; Rouquayrol; Mahmoudi; Santillana-Hayat; Gozalbes; Greiner; Farhati; Derouin; Guedj; Vierling
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 11 p. 2773 - 2776
反应条件
1: LiAlH4 / tetrahydrofuran / 48 h / Heating 2: (ClCO)2; DMSO; NEt3 / CH2Cl2 / 19 h / -75 - 20 °C 3: CH3COONa; HONH2*HCl / ethanol / 16 h / 20 °C 4: LiAlH4 / tetrahydrofuran / 15 h / Heating 5: NEt3 / dioxane; H2O / 4 h / 20 °C 6: H2 / Pd/C / ethanol / 1 h / 20 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 14, # 11 p. 2773 - 2776
反应条件
1: LiAlH4 / tetrahydrofuran / 48 h / Heating 2: H2 / Pd/C / methanol / 23 h / 0 °C 3: aq. K2CO3 / dioxane / 15 h / 20 °C View Scheme
参考文献
Anquetin; Rouquayrol; Mahmoudi; Santillana-Hayat; Gozalbes; Greiner; Farhati; Derouin; Guedj; Vierling
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 11 p. 2773 - 2776
反应条件
1: LiAlH4 / tetrahydrofuran / 48 h / Heating
2: H2 / Pd/C / methanol / 23 h / 0 °C
3: aq. K2CO3 / dioxane / 15 h / 20 °C
4: CrO3; aq. H2SO4 / acetone / 2 h / 0 - 20 °C
View Scheme
参考文献
MERCK SHARP and DOHME CORP.; NAIR, Anilkumar, G.; DUCA, Jose, S.; DWYER, Michael, P.; KOZLOWSKI, Joseph, A.; ROSENBLUM, Stuart, B.
Patent: WO2012/125661 A1, 2012 ;
WO 2012/125661 A1