外消旋5-羟甲基去异丙基托特罗定-d6合成路线 （共 69 条）
反应条件
1.1: caesium carbonate; water / N,N-dimethyl-formamide / 2 h / 25 °C 2.1: toluene / 21 h / 100 - 110 °C 3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 50 °C 3.2: 0.5 h / 30 °C 4.1: hydrogenchloride; water / ethyl acetate / 1 h / 50 °C 5.1: sodium hydroxide; sodium tetrahydroborate / toluene; methanol / 0.5 h / 0 - 5 °C 6.1: 1,1-dimethylpropan-1-ol / 4 h / 65 - 75 °C / Resolution of racemate 7.1: potassium carbonate / toluene / 2 h / 50 °C View Scheme
反应条件
1: hydrogenchloride; water / ethyl acetate / 1 h / 50 °C 2: sodium hydroxide; sodium tetrahydroborate / toluene; methanol / 0.5 h / 0 - 5 °C 3: 1,1-dimethylpropan-1-ol / 4 h / 65 - 75 °C / Resolution of racemate 4: potassium carbonate / toluene / 2 h / 50 °C View Scheme
反应条件
1: water; anhydrous lithium acetate / N,N-dimethyl-formamide / 1 h / 25 °C 2: toluene / 19 h / 100 - 110 °C 3: hydrogenchloride; water / ethyl acetate / 0.5 h / 50 °C 4: sodium hydroxide; sodium tetrahydroborate / toluene; methanol / 0.5 h / 0 - 5 °C 5: 1,1-dimethylpropan-1-ol / 4 h / 65 - 75 °C / Resolution of racemate 6: potassium carbonate / toluene / 2 h / 50 °C View Scheme
反应条件
1: dibenzoyl peroxide; N-bromosuccinmide / chloroform / 8 h / Reflux 2: N,N-dimethyl-formamide / 12 h / 80 - 85 °C / Inert atmosphere 3: water; lithium hydroxide hydrate / methanol / 4 h / 25 - 35 °C View Scheme
参考文献
WO2012/98560 A2, ;
WO 2012/098560 A2
反应条件
1: N,N-dimethyl-formamide / 12 h / 80 - 85 °C / Inert atmosphere 2: water; lithium hydroxide hydrate / methanol / 4 h / 25 - 35 °C View Scheme
参考文献
WO2012/98560 A2, ;
WO 2012/098560 A2
反应条件
1.1: potassium carbonate / acetone / Reflux 2.1: potassium hydroxide; water / methanol / Inert atmosphere; Reflux 2.2: pH 1 - 2 3.1: toluene / 0 - 10 °C 3.2: 50 - 60 °C 4.1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 31 - 35 °C 4.2: 30 - 65 °C 5.1: isopropyl alcohol; water / Reflux 6.1: sodium carbonate / dichloromethane; water 6.2: 14 - 20 °C 7.1: hydrogenchloride; sodium tetrahydroborate / water / 32 - 38 °C 7.2: Reflux 8.1: sodium hydroxide; sodium carbonate / dichloromethane; water 8.2: Raney nickel View Scheme
反应条件
1.1: sulfuric acid / 120 - 125 °C / Inert atmosphere 2.1: potassium carbonate / acetone / Reflux 3.1: potassium hydroxide; water / methanol / Inert atmosphere; Reflux 3.2: pH 1 - 2 4.1: toluene / 0 - 10 °C 4.2: 50 - 60 °C 5.1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 31 - 35 °C 5.2: 30 - 65 °C 6.1: isopropyl alcohol; water / Reflux 7.1: sodium carbonate / dichloromethane; water 7.2: 14 - 20 °C 8.1: hydrogenchloride; sodium tetrahydroborate / water / 32 - 38 °C 8.2: Reflux 9.1: sodium hydroxide; sodium carbonate / dichloromethane; water 9.2: Raney nickel View Scheme
反应条件
1.1: isopropyl alcohol; water / Reflux 2.1: sodium carbonate / dichloromethane; water 2.2: 14 - 20 °C 3.1: hydrogenchloride; sodium tetrahydroborate / water / 32 - 38 °C 3.2: Reflux 4.1: sodium hydroxide; sodium carbonate / dichloromethane; water 4.2: Raney nickel View Scheme
反应条件
1.1: potassium hydroxide; water / methanol / Inert atmosphere; Reflux 1.2: pH 1 - 2 2.1: toluene / 0 - 10 °C 2.2: 50 - 60 °C 3.1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 31 - 35 °C 3.2: 30 - 65 °C 4.1: isopropyl alcohol; water / Reflux 5.1: sodium carbonate / dichloromethane; water 5.2: 14 - 20 °C 6.1: hydrogenchloride; sodium tetrahydroborate / water / 32 - 38 °C 6.2: Reflux 7.1: sodium hydroxide; sodium carbonate / dichloromethane; water 7.2: Raney nickel View Scheme
反应条件
1.1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 31 - 35 °C 1.2: 30 - 65 °C 2.1: isopropyl alcohol; water / Reflux 3.1: sodium carbonate / dichloromethane; water 3.2: 14 - 20 °C 4.1: hydrogenchloride; sodium tetrahydroborate / water / 32 - 38 °C 4.2: Reflux 5.1: sodium hydroxide; sodium carbonate / dichloromethane; water 5.2: Raney nickel View Scheme
