(3R)-N-叔丁氧羰基-3-氨基-4-(2,4,5-三氟苯基)丁酸合成路线 （共 62 条）
反应条件
1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.25 h / 0 °C / |Inert atmosphere 2.1: tert-butylmagnesium bromide; copper(I) bromide dimethylsulfide complex / tetrahydrofuran / 0.25 h / -20 - -5 °C / |Inert atmosphere 2.2: 0.08 h 3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C 4.1: 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical; sodium hypochlorite; sodium bromide; sodium hydrogencarbonate / dichloromethane / 2 h / 0 °C View Scheme
参考文献
ZHEJIANG HISOAR PHARMACEUTICAL CO., LTD.; Pan, Xianhua; Li, Weijin; Zhang, Qunhui; Ruan, Libo; Yu, Wansheng; Deng, Fei; Ma, Tianhua; Huang, Mingwang; He, Minhuan
Patent: US2013/281695 A1, 2013 ;
反应条件
1: 93 percent / CH2Cl2 / 3 h / 20 °C 2: 99 percent / aq. LiOH / tetrahydrofuran; methanol / 3 h / 20 °C View Scheme
参考文献
Mylan India Private Limited
Patent: US2012/108598 A1, 2012 ;
反应条件
1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C 2: 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical; sodium hypochlorite; sodium bromide; sodium hydrogencarbonate / dichloromethane / 2 h / 0 °C View Scheme
参考文献
Pan, Xianhua; Li, Xiaojun; Lu, Qingling; Yu, Wansheng; Li, Weijin; Zhang, Qunhui; Deng, Fei; Liu, Feng
Tetrahedron Letters, 2013 , vol. 54, # 50 p. 6807 - 6809
反应条件
1.1: copper(l) iodide / tetrahydrofuran / 3 h / -20 - -15 °C / Inert atmosphere 2.1: sodium iodide; sodium azide / N,N-dimethyl-formamide / 16 h / 70 °C / Inert atmosphere 3.1: triphenylphosphine / acetonitrile / 13.5 h / 20 - 70 °C 3.2: 2 h 4.1: 18-crown-6 ether; ammonium chloride / dimethyl sulfoxide / 2 h / 80 °C 5.1: potassium hydroxide / ethanol; water / 12 h / 80 °C 5.2: 20 °C View Scheme
参考文献
ZHEJIANG JIUZHOU PHARMACEAUTICAL CO., LTD.; Gao, Hongjun; Li, Min
Patent: US2013/12735 A1, 2013 ;
反应条件
1.1: triethylamine / dichloromethane / 4 h / 0 - 20 °C 2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.25 h / 0 °C / |Inert atmosphere 3.1: tert-butylmagnesium bromide; copper(I) bromide dimethylsulfide complex / tetrahydrofuran / 0.25 h / -20 - -5 °C / |Inert atmosphere 3.2: 0.08 h 4.1: palladium 10 on activated carbon; hydrogen / 12 h / 4560.31 Torr 5.1: 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical; sodium hypochlorite; sodium bromide; sodium hydrogencarbonate / dichloromethane / 2 h / 0 °C View Scheme
参考文献
ZHEJIANG HISOAR PHARMACEUTICAL CO., LTD.; Pan, Xianhua; Li, Weijin; Zhang, Qunhui; Ruan, Libo; Yu, Wansheng; Deng, Fei; Ma, Tianhua; Huang, Mingwang; He, Minhuan
Patent: US2013/281695 A1, 2013 ;
反应条件
1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -10 °C / |Inert atmosphere 2.1: tert-butylmagnesium bromide; copper(I) bromide dimethylsulfide complex / tetrahydrofuran / 0.25 h / -20 - -5 °C / |Inert atmosphere 2.2: 0.08 h 3.1: methyl iodide; water / methanol / 0.5 h / 20 °C / |Cooling with ice 4.1: 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical; sodium hypochlorite; sodium bromide; sodium hydrogencarbonate / dichloromethane / 2 h / 0 °C View Scheme
参考文献
ZHEJIANG HISOAR PHARMACEUTICAL CO., LTD.; Pan, Xianhua; Li, Weijin; Zhang, Qunhui; Ruan, Libo; Yu, Wansheng; Deng, Fei; Ma, Tianhua; Huang, Mingwang; He, Minhuan
Patent: US2013/281695 A1, 2013 ;
反应条件
1.1: tert-butylmagnesium bromide; copper(I) bromide dimethylsulfide complex / tetrahydrofuran / 0.25 h / -20 - -5 °C / |Inert atmosphere 1.2: 0.08 h 2.1: methyl iodide; water / methanol / 0.5 h / 20 °C / |Cooling with ice 3.1: 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical; sodium hypochlorite; sodium bromide; sodium hydrogencarbonate / dichloromethane / 2 h / 0 °C View Scheme
参考文献
ZHEJIANG HISOAR PHARMACEUTICAL CO., LTD.; Pan, Xianhua; Li, Weijin; Zhang, Qunhui; Ruan, Libo; Yu, Wansheng; Deng, Fei; Ma, Tianhua; Huang, Mingwang; He, Minhuan
Patent: US2013/281695 A1, 2013 ;
反应条件
1.1: tert-butylmagnesium bromide; copper(I) bromide dimethylsulfide complex / tetrahydrofuran / 0.25 h / -20 - -5 °C / |Inert atmosphere 1.2: 0.08 h 2.1: acetic acid / dichloromethane / 2 h / 20 °C 3.1: 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical; sodium hypochlorite; sodium bromide; sodium hydrogencarbonate / dichloromethane / 2 h / 0 °C View Scheme
参考文献
ZHEJIANG HISOAR PHARMACEUTICAL CO., LTD.; Pan, Xianhua; Li, Weijin; Zhang, Qunhui; Ruan, Libo; Yu, Wansheng; Deng, Fei; Ma, Tianhua; Huang, Mingwang; He, Minhuan
Patent: US2013/281695 A1, 2013 ;
反应条件
1.1: tert-butylmagnesium bromide; copper(I) bromide dimethylsulfide complex / tetrahydrofuran / 0.25 h / -20 - -5 °C / |Inert atmosphere 1.2: 0.08 h 2.1: palladium 10 on activated carbon; hydrogen / 12 h / 4560.31 Torr 3.1: 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical; sodium hypochlorite; sodium bromide; sodium hydrogencarbonate / dichloromethane / 2 h / 0 °C View Scheme
参考文献
ZHEJIANG HISOAR PHARMACEUTICAL CO., LTD.; Pan, Xianhua; Li, Weijin; Zhang, Qunhui; Ruan, Libo; Yu, Wansheng; Deng, Fei; Ma, Tianhua; Huang, Mingwang; He, Minhuan
Patent: US2013/281695 A1, 2013 ;
反应条件
1: methyl iodide; water / methanol / 0.5 h / 20 °C / |Cooling with ice 2: 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical; sodium hypochlorite; sodium bromide; sodium hydrogencarbonate / dichloromethane / 2 h / 0 °C View Scheme
参考文献
ZHEJIANG HISOAR PHARMACEUTICAL CO., LTD.; Pan, Xianhua; Li, Weijin; Zhang, Qunhui; Ruan, Libo; Yu, Wansheng; Deng, Fei; Ma, Tianhua; Huang, Mingwang; He, Minhuan
Patent: US2013/281695 A1, 2013 ;
