反-N-苄氧羰基-4-羟基-L-脯氨酸合成路线 （共 36 条）
反应条件
dimethylsulfide borane complex in tetrahydrofuran T=0°C; 13 h; Heating / reflux;
参考文献
DAIICHI PHARMACEUTICAL CO., LTD.
Patent: EP1623975 A1, 2006 ;
Location in patent: Page/Page column 20-21 ;
反应条件
sulfuric acid Esterification; Heating;
参考文献
Gregson, Stephen J.; Howard, Philip W.; Gullick, Darren R.; Hamaguchi, Anzu; Corcoran, Kathryn E.; Brooks, Natalie A.; Hartley, John A.; Jenkins, Terence C.; Patel, Sejal; Guille, Matthew J.; Thurston, David E.
Journal of Medicinal Chemistry, 2004 , vol. 47, # 5 p. 1161 - 1174
反应条件
in diethyl ether T=0°C;
参考文献
Vanek, Vaclav; Budesinsky, Milos; Rinnova, Marketa; Rosenberg, Ivan
Tetrahedron, 2009 , vol. 65, # 4 p. 862 - 876
反应条件
potassium carbonate in N,N-dimethyl-formamide T=60°C; 1 h;
参考文献
DAIICHI PHARMACEUTICAL CO., LTD.
Patent: WO2005/121135 A1, 2005 ;
Location in patent: Page/Page column 67-68 ;
反应条件
1: K2CO3, NaI / dimethylformamide / 16 h / Ambient temperature 2: 91 percent / methanol / 8 h / Ambient temperature View Scheme
参考文献
Fujisawa Pharmaceutical Co., Ltd.
Patent: US4822787 A1, 1989 ;
反应条件
1: Jones reagent / acetone / 2.25 h / Ambient temperature 2: NaBH4 / methanol; H2O / 20 h / -5 °C 3: 83 percent / p-toluenesulfonic acid / 36 h / Heating 4: 80 percent / pyridine / CHCl3 / 168 h / Ambient temperature 5: 70 percent / dimethylsulfoxide / 3 h / 80 °C 6: 94 percent / HCl / 96 h 7: 100 percent / 4 M NaOH / tetrahydrofuran; H2O / 0.92 h 8: 75 percent / H2 / 10percent Pd/C / methanol / 0.5 h / 2482.3 - 2585.7 Torr View Scheme
参考文献
Bridges, Richard J.; Stanley, Mark S.; Anderson, Michael W.; Cotman, Carl W.; Chamberlin, A. Richard
Journal of Medicinal Chemistry, 1991 , vol. 34, # 2 p. 717 - 725
反应条件
jones reagent in acetone T=0°C; 0.166667 h;
参考文献
Tetrahedron Asymmetry, , vol. 17, # 17 p. 2479 - 2486
反应条件
1: Fluolead / dichloromethane / 61 h / 0 - 20 °C / Inert atmosphere 2: triethylamine / dichloromethane / 1 h / 20 °C / Inert atmosphere View Scheme
参考文献
Journal of Organic Chemistry, , vol. 76, # 9 p. 3113 - 3121
反应条件
1: 100 percent / p-toluenesulfonic acid / ethanol / 16 h / Heating 2: 98 percent / pyridine / CHCl3 / 72 h / Ambient temperature 3: 66 percent / dimethylsulfoxide / 4 h / 80 °C 4: 94 percent / HCl / 84 h / Ambient temperature 5: 97 percent / 4 M NaOH / tetrahydrofuran; H2O / 0.83 h View Scheme
参考文献
Bridges, Richard J.; Stanley, Mark S.; Anderson, Michael W.; Cotman, Carl W.; Chamberlin, A. Richard
Journal of Medicinal Chemistry, 1991 , vol. 34, # 2 p. 717 - 725
反应条件
1: 90 percent / SOCl2 / 17 h / 25 °C 2: 1.) DCC, CuCl / 1.) dioxane, 45-50 deg C, 48 h, 2.) toluene, reflux, 24 h 3: 92 percent / aq. NaOH / tetrahydrofuran / 0.5 h / 25 °C 4: 496 mg / H2 / Pd-C / H2O / 3 h / 25 °C / 2660 Torr View Scheme
参考文献
Hudlicky, Milos
Journal of Fluorine Chemistry, 1991 , vol. 54, # 1-3 p. 195
