4-环丁基-3-氧代丁酸乙酯合成路线 (共 5 条)
反应条件
1: sulfuryl dichloride / tert-butyl methyl ether / 1.5 h / 20 - 23 °C / |Large scale 2: triethylamine / N,N-dimethyl-formamide / 14 h / 55 °C / |Inert atmosphere; |Large scale 3: ammonium acetate / propan-1-ol; ethanol / 1 h / 50 °C / |Inert atmosphere; |Large scale 4: sodium cyanoborohydride; alpha-hydroxyethanoic acid / methanol / 20 °C / |Inert atmosphere; |Large scale 5: ammonia / methanol / 22 h / 70 °C / 4897.34 Torr / |Sealed tube; |Large scale View Scheme
参考文献
MERCK SHARP and DOHME CORP.; WU, George, G.; ITOH, Tetsuji; MCLAUGHLIN, Mark; LIU, Zhijian; QIAN, Gang
Patent: WO2013/66734 A1, 2013 ;
反应条件
1: sulfuryl dichloride / tert-butyl methyl ether / 1.5 h / 20 - 23 °C / |Large scale 2: triethylamine / N,N-dimethyl-formamide / 14 h / 55 °C / |Inert atmosphere; |Large scale 3: ammonium acetate / propan-1-ol; ethanol / 1 h / 50 °C / |Inert atmosphere; |Large scale 4: sodium cyanoborohydride; alpha-hydroxyethanoic acid / methanol / 20 °C / |Inert atmosphere; |Large scale 5: ammonia / methanol / 22 h / 70 °C / 4897.34 Torr / |Sealed tube; |Large scale 6: hydrogenchloride / isopropyl alcohol / 4 h / 50 °C / |Large scale 7: benzotriazol-1-ol; 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / water; ethyl acetate; 1-methyl-pyrrolidin-2-one / 16 h / 20 - 24 °C 8: acetic acid; 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical; NaMnO4 / tert-butyl methyl ether; water / 12 °C View Scheme
参考文献
MERCK SHARP and DOHME CORP.; WU, George, G.; ITOH, Tetsuji; MCLAUGHLIN, Mark; LIU, Zhijian; QIAN, Gang
Patent: WO2013/66734 A1, 2013 ;
反应条件
1: With chloro-trimethyl-silane; zinc in tetrahydrofuran
T=70°C; 4 h; Inert atmosphereLarge scale;
2: With sulfuric acid; water in tetrahydrofuran
T=20°C; 1 h; Large scale;
参考文献
MERCK SHARP and DOHME CORP.; WU, George, G.; ITOH, Tetsuji; MCLAUGHLIN, Mark; LIU, Zhijian; QIAN, Gang
Patent: WO2013/66734 A1, 2013 ;
Location in patent: Page/Page column 29-30 ;
反应条件
1.1: dimethyl sulfoxide / 4.67 h / 85 °C / |Inert atmosphere; |Large scale
2.1: zinc; chloro-trimethyl-silane / tetrahydrofuran / 4 h / 70 °C / |Inert atmosphere; |Large scale
2.2: 1 h / 20 °C / |Large scale
View Scheme
参考文献
MERCK SHARP and DOHME CORP.; WU, George, G.; ITOH, Tetsuji; MCLAUGHLIN, Mark; LIU, Zhijian; QIAN, Gang
Patent: WO2013/66734 A1, 2013 ;
反应条件
1.1: triethylamine / dichloromethane / 4.17 h / -10 - -5 °C / |Large scale
2.1: dimethyl sulfoxide / 4.67 h / 85 °C / |Inert atmosphere; |Large scale
3.1: zinc; chloro-trimethyl-silane / tetrahydrofuran / 4 h / 70 °C / |Inert atmosphere; |Large scale
3.2: 1 h / 20 °C / |Large scale
View Scheme
参考文献
MERCK SHARP and DOHME CORP.; WU, George, G.; ITOH, Tetsuji; MCLAUGHLIN, Mark; LIU, Zhijian; QIAN, Gang
Patent: WO2013/66734 A1, 2013 ;