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: toluene / 19 h / 100 - 110 °C 2: hydrogenchloride; water / ethyl acetate / 0.5 h / 50 °C 3: sodium hydroxide; sodium tetrahydroborate / toluene; methanol / 0.5 h / 0 - 5 °C 4: 1,1-dimethylpropan-1-ol / 4 h / 65 - 75 °C / Resolution of racemate 5: potassium carbonate / toluene / 2 h / 50 °C View Scheme
反应条件
1.1: hydrogenchloride; sodium tetrahydroborate / water / 32 - 38 °C 1.2: Reflux 2.1: sodium hydroxide; sodium carbonate / dichloromethane; water 2.2: Raney nickel View Scheme
反应条件
1.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 50 - 55 °C 2.1: toluene / 1 h / 0 - 35 °C 3.1: tetrahydrofuran / 4.5 h / 60 - 65 °C 4.1: iodine; magnesium; ethyl bromide / tetrahydrofuran / 2 h / 60 - 65 °C / |Inert atmosphere 4.2: 1 h / -70 - -50 °C 5.1: thionyl chloride / 0 - 65 °C 6.1: lithium aluminium tetrahydride / tetrahydrofuran / 30 °C 7.1: hydrogen; palladium 10 on activated carbon / isopropyl alcohol / 25 - 30 °C / 2068.65 - 2585.81 Torr / |Autoclave View Scheme
反应条件
1.1: toluene / 1 h / 0 - 35 °C 2.1: iodine; lithium aluminium tetrahydride / tetrahydrofuran / 2.25 h / 0 - 65 °C 3.1: iodine; magnesium; ethyl bromide / tetrahydrofuran / 2 h / 60 - 65 °C / |Inert atmosphere 3.2: 1 h / -70 - -50 °C 4.1: thionyl chloride / 0 - 65 °C 5.1: lithium aluminium tetrahydride / tetrahydrofuran / 30 °C 6.1: hydrogen; palladium 10 on activated carbon / isopropyl alcohol / 25 - 30 °C / 2068.65 - 2585.81 Torr / |Autoclave View Scheme
反应条件
1.1: iodine; lithium aluminium tetrahydride / tetrahydrofuran / 2.25 h / 0 - 65 °C 2.1: iodine; magnesium; ethyl bromide / tetrahydrofuran / 2 h / 60 - 65 °C / |Inert atmosphere 2.2: 1 h / -70 - -50 °C 3.1: thionyl chloride / 0 - 65 °C 4.1: lithium aluminium tetrahydride / tetrahydrofuran / 30 °C 5.1: hydrogen; palladium 10 on activated carbon / isopropyl alcohol / 25 - 30 °C / 2068.65 - 2585.81 Torr / |Autoclave View Scheme
反应条件
1.1: ethanol / 5.83 h / 0 - 75 °C 2.1: hydrogenchloride / water; toluene / 1 h / 20 - 25 °C 3.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 50 - 55 °C 4.1: toluene / 1 h / 0 - 35 °C 5.1: tetrahydrofuran / 4.5 h / 60 - 65 °C 6.1: iodine; magnesium; ethyl bromide / tetrahydrofuran / 2 h / 60 - 65 °C / |Inert atmosphere 6.2: 1 h / -70 - -50 °C 7.1: thionyl chloride / 0 - 65 °C 8.1: lithium aluminium tetrahydride / tetrahydrofuran / 30 °C 9.1: hydrogen; palladium 10 on activated carbon / isopropyl alcohol / 25 - 30 °C / 2068.65 - 2585.81 Torr / |Autoclave View Scheme
反应条件
1.1: hydrogenchloride / water; toluene / 1 h / 20 - 25 °C 2.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 50 - 55 °C 3.1: toluene / 1 h / 0 - 35 °C 4.1: tetrahydrofuran / 4.5 h / 60 - 65 °C 5.1: iodine; magnesium; ethyl bromide / tetrahydrofuran / 2 h / 60 - 65 °C / |Inert atmosphere 5.2: 1 h / -70 - -50 °C 6.1: thionyl chloride / 0 - 65 °C 7.1: lithium aluminium tetrahydride / tetrahydrofuran / 30 °C 8.1: hydrogen; palladium 10 on activated carbon / isopropyl alcohol / 25 - 30 °C / 2068.65 - 2585.81 Torr / |Autoclave View Scheme
反应条件
1.1: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 1 h / 10 - 20 °C / |Inert atmosphere 1.2: 18 h / 20 °C 2.1: water; sodium hydroxide / dichloromethane / pH 7 - 8 2.2: 0 - 25 °C View Scheme
反应条件
1.1: potassium carbonate; potassium iodide / toluene; methanol / 20 h / Reflux; Industry scale 2.1: methanesulfonic acid / 20 h / 120 °C 2.2: 4 h / 100 °C / pH 7 3.1: sodium tetrahydroborate; methanol / 0 °C 4.1: 1,1-dimethylpropan-1-ol / 25 - 70 °C 5.1: potassium carbonate / toluene; water / 1 h / 50 °C View Scheme
反应条件
1.1: methanesulfonic acid / 20 h / 120 °C 1.2: 4 h / 100 °C / pH 7 2.1: sodium tetrahydroborate; methanol / 0 °C 3.1: 1,1-dimethylpropan-1-ol / 25 - 70 °C 4.1: potassium carbonate / toluene; water / 1 h / 50 °C View Scheme
