(S)-(-)-1,2,3,4-四氢异喹啉-3-羧酸合成路线 (共 45 条)
反应条件
sodium hydroxide in N,N-dimethyl-formamide T=0 - 20°C; 27 h;
参考文献
Salvadori, Severe; Balboni, Gianfranco; Guerrini, Remo; Tomatis, Roberto; Bianchi, Clementina; Bryant, Sharon D.; Cooper, Peter S.; Lazarus, Lawrence H.
Journal of Medicinal Chemistry, 1997 , vol. 40, # 19 p. 3100 - 3108
反应条件
benzenesulfonamide; phosphorus pentachloride; triethylamine in n-heptane; dichloromethane; water
参考文献
Industrial Technology Research Institute
Patent: US5869671 A1, 1999 ;
反应条件
1: H2SO4 / dioxane / 17 h / Ambient temperature 2: 78 percent / Et3N, DCC, 1-hydroxybenzotriazole / tetrahydrofuran / Ambient temperature 3: TFA / 1 h / Ambient temperature View Scheme
参考文献
Klutchko; Blankley; Fleming; Hinkley; Werner; Nordin; Holmes; Hoefle; Cohen; Essenburg
Journal of Medicinal Chemistry, 1986 , vol. 29, # 10 p. 1953 - 1961
反应条件
1: polyphosphoric acid / 4 h / 95 - 105 °C 2: Et3N, DCC, 1-hydroxybenzotriazole / CH2Cl2 / Ambient temperature View Scheme
参考文献
Klutchko; Blankley; Fleming; Hinkley; Werner; Nordin; Holmes; Hoefle; Cohen; Essenburg
Journal of Medicinal Chemistry, 1986 , vol. 29, # 10 p. 1953 - 1961
反应条件
sodium hydroxide in 1,4-dioxane T=20°C; 12 h;
参考文献
Charton, Julie; Gassiot, Amaury Cazenave; Melnyk, Patricia; Girault-Mizzi, Sophie; Sergheraert, Christian
Tetrahedron Letters, 2004 , vol. 45, # 38 p. 7081 - 7085
反应条件
triethylamine in N,N-dimethyl-formamide T=20°C; pH=10; 48 h;
参考文献
Liu, Jiawang; Cui, Guohui; Zhao, Ming; Cui, Chunying; Ju, Jingfang; Peng, Shiqi
Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 24 p. 7773 - 7788
反应条件
dimethylsulfide borane complex; boron trifluoride diethyl etherate in tetrahydrofuran Reduction; 6 h; Heating;
参考文献
Aggarwal, Varinder K.; Humphries, Paul S.; Fenwick, Ashley
Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 20 p. 2883 - 2889
反应条件
PPA T=95 - 105°C; 4 h;
参考文献
Klutchko; Blankley; Fleming; Hinkley; Werner; Nordin; Holmes; Hoefle; Cohen; Essenburg
Journal of Medicinal Chemistry, 1986 , vol. 29, # 10 p. 1953 - 1961
反应条件
dimethylsulfide borane complex; boron trifluoride diethyl etherate in tetrahydrofuran Reduction; 6 h; Heating;
参考文献
Aggarwal, Varinder K.; Humphries, Paul S.; Fenwick, Ashley
Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 20 p. 2883 - 2889
反应条件
1: 74.7 percent / 1N NaOH / dimethylformamide / 27 h / 0 - 20 °C 2: 79 percent / conc. H2SO4 / CH2Cl2 / 360 h / Ambient temperature 3: 78 percent / H2 / 5percent Pd/C / methanol / 2 h / Ambient temperature View Scheme
参考文献
Salvadori, Severe; Balboni, Gianfranco; Guerrini, Remo; Tomatis, Roberto; Bianchi, Clementina; Bryant, Sharon D.; Cooper, Peter S.; Lazarus, Lawrence H.
Journal of Medicinal Chemistry, 1997 , vol. 40, # 19 p. 3100 - 3108