(S)-3-甲基-2-((苯氧基羰基)氨基)丁酸合成路线 (共 18 条)
反应条件
hydrogenchloride; sodium hydroxide in tetrahydrofuran; ethanol; ethyl acetate
参考文献
Abbott Laboratories
Patent: EP1170289 A2, 2002 ;
Location in patent: Page 62-63 ;
反应条件
1: 1-Amino-3-chloro-propane hydrochloride; (2S)-3-Methyl-2-(phenoxycarbonyl)aminobutyric acid With sodium hydroxide in tetrahydrofuran T=1 - 5°C; 2 h; 2: 1-chloro-3-aminopropane 1 h; 3: With potassium tert-butylate in tetrahydrofuran T=20°C; 12 - 16 h;
参考文献
Abbott Laboratories
Patent: EP1170289 A2, 2002 ;
Location in patent: Page 63 ;
反应条件
1: sodium hydroxide / tetrahydrofuran / 2 h / 2 - 10 °C / |Inert atmosphere 2: potassium tert-butylate / tetrahydrofuran / 18 h / 20 °C / |Inert atmosphere View Scheme
参考文献
Stoner, Eric J.; Cooper, Arthur J.; Dickman, Daniel A.; Kolaczkowski, Lawrence; Lallaman, John E.; Liu, Jih-Hua; Oliver-Shaffer, Patricia A.; Patel, Ketan M.; Paterson Jr., Joseph B.; Plata, Daniel J.; Riley, David A.; Sham, Hing L.; Stengel, Peter J.; Tien, Jien-Heh J.
Organic Process Research and Development, 2000 , vol. 4, # 4 p. 264 - 269
反应条件
sodium hydroxide in n-heptane; water; ethyl acetate; toluene
参考文献
Abbott Laboratories
Patent: US5559158 A1, 1996 ;
反应条件
1: sodium hydroxide / tetrahydrofuran / 2 h / 2 - 10 °C / |Inert atmosphere 2: potassium tert-butylate / tetrahydrofuran / 18 h / 20 °C / |Inert atmosphere 3: thionyl chloride / tetrahydrofuran / 5.5 h / 4 - 20 °C / |Inert atmosphere 4: 1H-imidazole / ethyl acetate; N,N-dimethyl-formamide / 2 - 30 °C / |Inert atmosphere 5: 5 palladium on charcoal; ammonium formate / methanol / 50 °C / |Inert atmosphere 6: 1,4-dioxane / 1 h / 20 - 50 °C / |Inert atmosphere 7: sodium hydrogencarbonate / ethyl acetate; water / 0.58 h / 20 °C / |Inert atmosphere View Scheme
参考文献
Stoner, Eric J.; Cooper, Arthur J.; Dickman, Daniel A.; Kolaczkowski, Lawrence; Lallaman, John E.; Liu, Jih-Hua; Oliver-Shaffer, Patricia A.; Patel, Ketan M.; Paterson Jr., Joseph B.; Plata, Daniel J.; Riley, David A.; Sham, Hing L.; Stengel, Peter J.; Tien, Jien-Heh J.
Organic Process Research and Development, 2000 , vol. 4, # 4 p. 264 - 269
反应条件
1: sodium hydroxide / tetrahydrofuran / 2 h / 2 - 10 °C / |Inert atmosphere 2: potassium tert-butylate / tetrahydrofuran / 18 h / 20 °C / |Inert atmosphere 3: thionyl chloride / tetrahydrofuran / 5.5 h / 4 - 20 °C / |Inert atmosphere View Scheme
参考文献
Stoner, Eric J.; Cooper, Arthur J.; Dickman, Daniel A.; Kolaczkowski, Lawrence; Lallaman, John E.; Liu, Jih-Hua; Oliver-Shaffer, Patricia A.; Patel, Ketan M.; Paterson Jr., Joseph B.; Plata, Daniel J.; Riley, David A.; Sham, Hing L.; Stengel, Peter J.; Tien, Jien-Heh J.
Organic Process Research and Development, 2000 , vol. 4, # 4 p. 264 - 269
反应条件
1: DCC / tetrahydrofuran / 0 deg C, 30 min, RT, 3 h 2: sodium methylate / methanol / 1 h / Ambient temperature 3: 90 percent / HBr / acetic acid / 0.5 h / -5 °C View Scheme
参考文献
Fatome, Marc; Sentenac-Roumanou, Henri; Lion, Claude; Satge, Jacques; Rima, Ghassoub
European Journal of Medicinal Chemistry, 1988 , vol. 23, p. 257 - 266
反应条件
1: (i) ClCO2Et, Et3N, THF, (ii) /BRN= 3586583/, DMF
2: H2, aq. HCl / Pd / methanol
View Scheme
参考文献
Luebke,K.; Schroeder,E.
Justus Liebigs Annalen der Chemie, 1963 , vol. 665, p. 205 - 212