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结构式
乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
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乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
奥司他韦
合成路线
(共 114 条)
332047-23-1
→
反应条件
196618-13-0
奥司他韦
反应条件
1.1: sodium hydride / dichloromethane; dimethyl sulfoxide; mineral oil / 8 h / 20 °C 2.1: boron trifluoride diethyl etherate / dichloromethane / 0.37 h / -15 °C 3.1: caesium carbonate / dimethyl sulfoxide / 0.25 h / 80 °C 3.2: 0.33 h / 80 °C View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 24, # 11 p. 638 - 642
1268086-96-9
→
反应条件
196618-13-0
奥司他韦
反应条件
1.1: boron trifluoride diethyl etherate / dichloromethane / 0.37 h / -15 °C 2.1: caesium carbonate / dimethyl sulfoxide / 0.25 h / 80 °C 2.2: 0.33 h / 80 °C View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 24, # 11 p. 638 - 642
1132659-96-1
→
反应条件
196618-13-0
奥司他韦
反应条件
1: boron trifluoride diethyl etherate / 17 h / 0 - 20 °C 2: sulfuric acid / ethanol / 16 h / 78 °C 3: sodium carbonate / 0.5 h / 20 °C / pH 6.5 - 7 4: sodium azide / water; ethanol / 24 h / |Reflux 5: triphenylphosphine; acetic acid / water; tetrahydrofuran / 16 h / 45 °C View Scheme
参考文献
Russian Chemical Bulletin, , vol. 62, # 1 p. 163 - 170
Izv. Akad. Nauk, Ser. Khim., , vol. 62, # 1 p. 165 - 171,7
1132659-98-3
→
反应条件
196618-13-0
奥司他韦
反应条件
1: sodium carbonate / 0.5 h / 20 °C / pH 6.5 - 7 2: sodium azide / water; ethanol / 24 h / |Reflux 3: triphenylphosphine; acetic acid / water; tetrahydrofuran / 16 h / 45 °C View Scheme
参考文献
Russian Chemical Bulletin, , vol. 62, # 1 p. 163 - 170
Izv. Akad. Nauk, Ser. Khim., , vol. 62, # 1 p. 165 - 171,7
204254-81-9
→
反应条件
196618-13-0
奥司他韦
反应条件
1.1: pyridine; sulfuryl dichloride / dichloromethane / -30 - -20 °C 2.1: perchloric acid / 18 h 3.1: dimethylsulfide borane complex; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / -30 - -20 °C 3.2: 12 h / 20 °C 3.3: 2 h / 55 - 65 °C 4.1: sodium azide; ammonium chloride / water; ethanol / 8 h / 70 - 75 °C 4.2: 6 h / |Reflux 5.1: sodium azide; ammonium chloride / N,N-dimethyl-formamide / 5 h / 8 - 85 °C 6.1: sodium hydrogencarbonate / water; dichloromethane / 1 h / 20 °C 7.1: hydrogen / ethanol / 18 h / 760.05 Torr View Scheme
参考文献
US2014/51756 A1, ;
204254-84-2
→
反应条件
196618-13-0
奥司他韦
反应条件
1.1: perchloric acid / 18 h 2.1: dimethylsulfide borane complex; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / -30 - -20 °C 2.2: 12 h / 20 °C 2.3: 2 h / 55 - 65 °C 3.1: sodium azide; ammonium chloride / water; ethanol / 8 h / 70 - 75 °C 3.2: 6 h / |Reflux 4.1: sodium azide; ammonium chloride / N,N-dimethyl-formamide / 5 h / 8 - 85 °C 5.1: sodium hydrogencarbonate / water; dichloromethane / 1 h / 20 °C 6.1: hydrogen / ethanol / 18 h / 760.05 Torr View Scheme
参考文献
US2014/51756 A1, ;
204254-90-0
→
反应条件
196618-13-0
奥司他韦
反应条件
1.1: dimethylsulfide borane complex; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / -30 - -20 °C 1.2: 12 h / 20 °C 1.3: 2 h / 55 - 65 °C 2.1: sodium azide; ammonium chloride / water; ethanol / 8 h / 70 - 75 °C 2.2: 6 h / |Reflux 3.1: sodium azide; ammonium chloride / N,N-dimethyl-formamide / 5 h / 8 - 85 °C 4.1: sodium hydrogencarbonate / water; dichloromethane / 1 h / 20 °C 5.1: hydrogen / ethanol / 18 h / 760.05 Torr View Scheme
参考文献
US2014/51756 A1, ;
77-95-2
右旋奎宁酸
→
反应条件
196618-13-0
奥司他韦
反应条件
1.1: toluene-4-sulfonic acid / acetone / 2 h / |Reflux; |Large scale 2.1: ethanol / 2 h / 20 °C 2.2: 1 h / 0 - 10 °C 3.1: pyridine; sulfuryl dichloride / dichloromethane / -30 - -20 °C 4.1: perchloric acid / 18 h 5.1: dimethylsulfide borane complex; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / -30 - -20 °C 5.2: 12 h / 20 °C 5.3: 2 h / 55 - 65 °C 6.1: sodium azide; ammonium chloride / water; ethanol / 8 h / 70 - 75 °C 6.2: 6 h / |Reflux 7.1: sodium azide; ammonium chloride / N,N-dimethyl-formamide / 5 h / 8 - 85 °C 8.1: sodium hydrogencarbonate / water; dichloromethane / 1 h / 20 °C 9.1: hydrogen / ethanol / 18 h / 760.05 Torr View Scheme
参考文献
US2014/51756 A1, ;
77-76-9
2,2-二甲氧基丙烷
→
反应条件
196618-13-0
奥司他韦
反应条件
1.1: toluene-4-sulfonic acid / acetone / 2 h / |Reflux; |Large scale 2.1: ethanol / 2 h / 20 °C 2.2: 1 h / 0 - 10 °C 3.1: pyridine; sulfuryl dichloride / dichloromethane / -30 - -20 °C 4.1: perchloric acid / 18 h 5.1: dimethylsulfide borane complex; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / -30 - -20 °C 5.2: 12 h / 20 °C 5.3: 2 h / 55 - 65 °C 6.1: sodium azide; ammonium chloride / water; ethanol / 8 h / 70 - 75 °C 6.2: 6 h / |Reflux 7.1: sodium azide; ammonium chloride / N,N-dimethyl-formamide / 5 h / 8 - 85 °C 8.1: sodium hydrogencarbonate / water; dichloromethane / 1 h / 20 °C 9.1: hydrogen / ethanol / 18 h / 760.05 Torr View Scheme
参考文献
US2014/51756 A1, ;
32384-42-2
→
反应条件
196618-13-0
奥司他韦
反应条件
1.1: ethanol / 2 h / 20 °C 1.2: 1 h / 0 - 10 °C 2.1: pyridine; sulfuryl dichloride / dichloromethane / -30 - -20 °C 3.1: perchloric acid / 18 h 4.1: dimethylsulfide borane complex; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / -30 - -20 °C 4.2: 12 h / 20 °C 4.3: 2 h / 55 - 65 °C 5.1: sodium azide; ammonium chloride / water; ethanol / 8 h / 70 - 75 °C 5.2: 6 h / |Reflux 6.1: sodium azide; ammonium chloride / N,N-dimethyl-formamide / 5 h / 8 - 85 °C 7.1: sodium hydrogencarbonate / water; dichloromethane / 1 h / 20 °C 8.1: hydrogen / ethanol / 18 h / 760.05 Torr View Scheme
参考文献
US2014/51756 A1, ;
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