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: sulfuric acid / 20 °C / Reflux 2: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 3 h / Inert atmosphere 3: hydrogen / Raney nickel / methanol / 20 °C View Scheme
反应条件
1: ammonia / water / pH 8 - 9 2: sulfuric acid / 20 °C / Reflux 3: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 3 h / Inert atmosphere 4: hydrogen / Raney nickel / methanol / 20 °C View Scheme
反应条件
1: potassium hydroxide / dimethyl sulfoxide / 5.5 h / 110 - 120 °C 2: methanol / 50 - 65 °C 3: ammonia / water / pH 8 - 9 4: sulfuric acid / 20 °C / Reflux 5: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 3 h / Inert atmosphere 6: hydrogen / Raney nickel / methanol / 20 °C View Scheme
反应条件
1.1: 1-methyl-piperazine / toluene / Heating 1.2: 5 h / Reflux 2.1: 5 Pd(II)/C(eggshell); hydrogen / 1,1-dimethylpropan-1-ol / 80 °C / 5171.62 Torr 3.1: 1,1-dimethylpropan-1-ol / 70 °C / Resolution of racemate; Large scale reaction 4.1: potassium carbonate / water; toluene / 6 h / 50 °C View Scheme
参考文献
Organic Process Research and Development, , vol. 15, # 5 p. 1010 - 1017
反应条件
1.1: acetone / 2 h / 40 - 45 °C 2.1: sodium hydroxide / dichloromethane; water / pH 9 - 10 3.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 5 h / 0 - 20 °C / Inert atmosphere 3.2: 0 - 5 °C 4.1: hydrogen / 5 palladium on charcoal / methanol / 2 h / 25 - 35 °C / Autoclave 4.2: 25 - 35 °C View Scheme
反应条件
1.1: sulfuric acid / 120 - 125 °C 2.1: potassium carbonate; sodium iodide / acetone / Reflux 3.1: sodium tetrahydroborate / ethylene glycol dimethyl ether / 0.17 h 3.2: 3 h / 10 °C 4.1: triethylamine / dichloromethane / 12 h / 25 - 30 °C 5.1: acetonitrile / 30 h / 95 - 100 °C / autoclave; Sealed tube 6.1: isopropyl alcohol / 15 h / 25 - 86 °C 7.1: sodium hydroxide / water 8.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 1 h / 55 °C / Reflux 8.2: 1 h / -65 - -60 °C 9.1: thionyl chloride / 10 °C / Reflux 10.1: lithium aluminium tetrahydride / tetrahydrofuran / 14 h / 25 - 30 °C 11.1: hydrogen / 5 Pd(II)/C(eggshell) / methanol / 50 - 55 °C View Scheme
反应条件
1.1: potassium carbonate; potassium iodide / toluene; methanol / 20 h / Reflux 2.1: methanesulfonic acid / 3 h / 100 °C 3.1: sodium tetrahydroborate / methanol / 2 h / 0 °C 3.2: 0.08 h 3.3: pH 8 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: raney nickel / methanol / 30 - 35 °C / Autoclave 2: tetrahydrofuran / 10 - 55 °C 3: potassium carbonate / toluene; water / 50 - 55 °C View Scheme
反应条件
1.1: potassium carbonate / acetone / 20 - 25 °C / Industry scale 1.2: 50 - 60 °C 2.1: pyridine / dichloromethane / 5 - 30 °C / Industry scale 3.1: water / 75 - 78 °C / Industry scale 4.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 50 - 60 °C 4.2: -70 - -60 °C 4.3: -50 °C 5.1: BH3*S(CH3)2 / tetrahydrofuran / 25 - 50 °C 5.2: 0.5 h / 10 - 15 °C / Industry scale 6.1: raney nickel / methanol / 30 - 35 °C / Autoclave 7.1: tetrahydrofuran / 10 - 55 °C 8.1: potassium carbonate / toluene; water / 50 - 55 °C View Scheme
反应条件
1.1: sodium hydroxide / water 2.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 1 h / 55 °C / Reflux 2.2: 1 h / -65 - -60 °C 3.1: thionyl chloride / 10 °C / Reflux 4.1: lithium aluminium tetrahydride / tetrahydrofuran / 14 h / 25 - 30 °C 5.1: hydrogen / 5 Pd(II)/C(eggshell) / methanol / 50 - 55 °C View Scheme
