(3R)-叔丁基二甲硅氧基-5-氧代-6-三苯基膦烯己酸甲酯合成路线 （共 23 条）
反应条件
1: N-chloro-succinimide / acetone / 0 - 50 °C 2: sodium hydrogencarbonate; sodium hypochlorite; tetrabutylammomium bromide; potassium bromide; 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical / hexane / -10 - 20 °C 3: potassium carbonate / N,N-dimethyl-formamide / 20 - 30 °C View Scheme
反应条件
1: sodium hydrogencarbonate; sodium hypochlorite; Aliquatreg; 336; potassium bromide; 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical / dichloromethane / -10 - 20 °C 2: potassium carbonate / dichloromethane / -10 - 10 °C View Scheme
反应条件
1: sodium hydrogencarbonate; sodium hypochlorite; tetrabutylammomium bromide; potassium bromide; 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical / dichloromethane / -20 - 20 °C 2: potassium carbonate / dichloromethane / 10 - 27 °C View Scheme
反应条件
1.1: triethylamine / hexane / 3 h / -40 °C 2.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / 0 °C 2.2: 3 h / -78 °C View Scheme
反应条件
1.1: hydrogenchloride / dichloromethane; water / 15 - 20 °C 2.1: triethylamine / hexane / 3 h / -40 °C 3.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / 0 °C 3.2: 3 h / -78 °C View Scheme
反应条件
1.1: sodium methylate / 3 h / 0 - 5 °C / Cooling with ice 1.3: pH 6.5 2.1: triethylamine / hexane / 3 h / -40 °C 3.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / 0 °C 3.2: 3 h / -78 °C View Scheme
反应条件
1: sodium hydrogencarbonate; sodium hypochlorite; tetrabutylammomium bromide; potassium bromide; 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical / hexane / -10 - 20 °C 2: potassium carbonate / N,N-dimethyl-formamide / 20 - 30 °C View Scheme
反应条件
n-butyllithium 1.) THF, hexane, -60 deg C to 0 deg C, 2.) toluene, r.t., 1 h; Yield given. Multistep reaction;
参考文献
Journal of Organic Chemistry, , vol. 59, # 25 p. 7849 - 7854
反应条件
1.1: acetonitrile / 12 h / 84 °C 2.1: hydrogen fluoride / acetonitrile / 6.5 h / 0 - 28 °C 2.2: 0.33 h / pH 8 3.1: diethyl methoxy borane / tetrahydrofuran; methanol / 1.5 h / -85 °C / Inert atmosphere 3.2: 12.5 h / -85 - 30 °C 4.1: water / acetonitrile / 2.75 h / 40 °C 5.1: hydrogenchloride / diethyl ether; water / 0.5 h / pH 5 View Scheme
参考文献
Changzhou Pharmaceutical Factory
Patent: EP2298745 A1, 2011 ;
反应条件
1.1: acetonitrile / 12 h / 84 °C 2.1: hydrogen fluoride / acetonitrile / 6.5 h / 0 - 28 °C 2.2: 0.33 h / pH 8 3.1: diethyl methoxy borane / tetrahydrofuran; methanol / 1.5 h / -85 °C / Inert atmosphere 3.2: 12.5 h / -85 - 30 °C View Scheme
参考文献
JUBILANT LIFE SCIENCES LTD.; SINGH, Khushwant; SINGH, Anand, Kumar; SRIVASTAVA, Rahul; KUMAR, Pramod; VIR, Dharam; AGARWAL, Ashutosh
Patent: WO2012/63115 A2, 2012 ;
