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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
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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
32384-42-2
合成路线
(共 9 条)
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
Toho University; Sugiyama, Atsushi
Patent: US2014/51756 A1, 2014 ;
32384-42-2
→
反应条件
204254-96-6
5-(戊烷-3-基氧基)-7-氧代-双环[4.1.0]庚-3-烯-3-羧酸乙酯
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 View Scheme
参考文献
US2014/51756 A1, ;
32384-42-2
→
反应条件
204255-02-7
(1R,5R,6R)-5-(1-乙丙基)-7-氮杂双环[4.1.0]庚-3-烯-3-羧酸乙酯
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 View Scheme
参考文献
US2014/51756 A1, ;
32384-42-2
→
反应条件
204255-11-8
磷酸奥司他韦
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 9.1: phosphoric acid / acetone; ethanol / |Reflux View Scheme
参考文献
Toho University; Sugiyama, Atsushi
Patent: US2014/51756 A1, 2014 ;
32384-42-2
→
反应条件
204255-06-1
5-叠氮奥塞米韦
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 View Scheme
参考文献
Toho University; Sugiyama, Atsushi
Patent: US2014/51756 A1, 2014 ;
32384-42-2
→
反应条件
14534-61-3
异绿原酸B
反应条件
1: pyridine / dichloromethane / 4 h / 20 °C 2: trifluoroacetic acid / 1.33 h / 20 °C 3: pyridine / benzene / 20 °C / Reflux; Inert atmosphere 4: hydrogenchloride; water / tetrahydrofuran / 336 h / 20 °C 5: acetic acid; zinc / 26 h / 20 °C View Scheme
参考文献
Miyamae, Yusaku; Kurisu, Manami; Han, Junkyu; Isoda, Hiroko; Shigemori, Hideyuki
Chemical and Pharmaceutical Bulletin, 2011 , vol. 59, # 4 p. 502 - 507
32384-42-2
→
反应条件
反应条件
1: pyridine / dichloromethane / 4 h / 20 °C 2: trifluoroacetic acid / 1.33 h / 20 °C 3: pyridine / benzene / 20 °C / Reflux; Inert atmosphere 4: hydrogenchloride; water / tetrahydrofuran / 336 h / 20 °C View Scheme
参考文献
Miyamae, Yusaku; Kurisu, Manami; Han, Junkyu; Isoda, Hiroko; Shigemori, Hideyuki
Chemical and Pharmaceutical Bulletin, 2011 , vol. 59, # 4 p. 502 - 507
32384-42-2
→
反应条件
14534-61-3
异绿原酸B
反应条件
1: pyridine / dichloromethane / 4 h / 20 °C 2: trifluoroacetic acid / 1.33 h / 20 °C 3: pyridine / benzene / 20 °C / Reflux; Inert atmosphere 4: hydrogenchloride; water / tetrahydrofuran / 336 h / 20 °C 5: acetic acid; zinc / 26 h / 20 °C View Scheme
参考文献
Miyamae, Yusaku; Kurisu, Manami; Han, Junkyu; Isoda, Hiroko; Shigemori, Hideyuki
Chemical and Pharmaceutical Bulletin, 2011 , vol. 59, # 4 p. 502 - 507
32384-42-2
→
反应条件
反应条件
1: pyridine / dichloromethane / 4 h / 20 °C 2: trifluoroacetic acid / 1.33 h / 20 °C 3: pyridine / benzene / 20 °C / Reflux; Inert atmosphere 4: hydrogenchloride; water / tetrahydrofuran / 336 h / 20 °C View Scheme
参考文献
Miyamae, Yusaku; Kurisu, Manami; Han, Junkyu; Isoda, Hiroko; Shigemori, Hideyuki
Chemical and Pharmaceutical Bulletin, 2011 , vol. 59, # 4 p. 502 - 507