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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
扎那米韦
合成路线
（共 32 条）
130525-58-5
5-乙酰氨基-7,8,9-O-三乙酰基-2,6-脱水-4-叠氮-3,4,5-三脱氧-D-甘油-D-半乳-2-壬烯酸甲酯
→
反应条件
139110-70-6
扎那米韦
反应条件
hydrogen in ethanol T=20°C; 9 h;
参考文献
Nishino, Reiko; Ikeda, Kiyoshi; Hayakawa, Takuya; Takahashi, Tadanobu; Suzuki, Takashi; Sato, Masayuki
Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 7 p. 2418 - 2427
1360872-52-1
+
108-24-7
乙酸酐
→
反应条件
139110-70-6
扎那米韦
反应条件
1: With sulfuric acid T=20°C; Cooling with ice; 2: With ammonia in methanol; water pH=10;
参考文献
Zhu, Xue-Bin; Wang, Meng; Wang, Shaozhong; Yao, Zhu-Jun
Tetrahedron, 2012 , vol. 68, # 8 p. 2041 - 2044
78850-37-0
甲基(3aR,4R,7aR)-2-甲基-4-[(1S,2R)-1,2,3-三乙酰氧基丙基]-3a,7a-二氢-4H-吡喃并[3,4-d][1,3]恶唑-6-羧酸酯
→
反应条件
139110-70-6
扎那米韦
反应条件
1: 50percent aq. AcOH / ethyl acetate / Ambient temperature 2: 87 percent / diphenylphosphoryl azide, 1,8-diazabicyclo<5.4.0>undec-7-ene / 23 h / Ambient temperature 3: 78 percent / H2S, pyridine / 1.5 h / Ambient temperature View Scheme
参考文献
Organic Preparations and Procedures International, , vol. 27, # 6 p. 637 - 644
108740-39-2
→
反应条件
139110-70-6
扎那米韦
反应条件
1.1: trimethylsilyl trifluoromethanesulfonate / ethyl acetate / 3 h / 30 - 52 °C / Inert atmosphere 2.1: trimethylsilylazide / tert-butyl alcohol / Inert atmosphere; Reflux 2.2: 1 h 3.1: hydrogen; acetic acid / palladium 10 on activated carbon / toluene; methanol / 1 h View Scheme
参考文献
WO2011/123856 A1, ;
WO 2011/123856 A1
19342-33-7
→
反应条件
139110-70-6
扎那米韦
反应条件
1.1: Dowex-50 (H+) / 40 - 45 °C 2.1: pyridine / 20 °C / Cooling with ice 3.1: trimethylsilyl trifluoromethanesulfonate / ethyl acetate / 3 h / 30 - 52 °C / Inert atmosphere 4.1: trimethylsilylazide / tert-butyl alcohol / Inert atmosphere; Reflux 4.2: 1 h 5.1: hydrogen; acetic acid / palladium 10 on activated carbon / toluene; methanol / 1 h View Scheme
参考文献
WO2011/123856 A1, ;
WO 2011/123856 A1
20298-35-5
→
反应条件
139110-70-6
扎那米韦
反应条件
1.1: pyridine / 20 °C / Cooling with ice 2.1: trimethylsilyl trifluoromethanesulfonate / ethyl acetate / 3 h / 30 - 52 °C / Inert atmosphere 3.1: trimethylsilylazide / tert-butyl alcohol / Inert atmosphere; Reflux 3.2: 1 h 4.1: hydrogen; acetic acid / palladium 10 on activated carbon / toluene; methanol / 1 h View Scheme
参考文献
WO2011/123856 A1, ;
WO 2011/123856 A1
366018-39-5
→
反应条件
139110-70-6
扎那米韦
反应条件
1.1: trimethylsilylazide / tert-butyl alcohol / Inert atmosphere; Reflux 1.2: 1 h 2.1: hydrogen; acetic acid / palladium 10 on activated carbon / toluene; methanol / 1 h View Scheme
参考文献
WO2011/123856 A1, ;
WO 2011/123856 A1
6931-68-6
→
反应条件
139110-70-6
扎那米韦
反应条件
1: HCl(g) / acetonitrile / 20 h / -42 - 20 °C 2: 1,8-diazabicyclo<5.4.0>undec-7-ene / benzene / Ambient temperature 3: BF3*Et2O / benzene; methanol / 18 h / Ambient temperature 4: 50percent aq. AcOH / ethyl acetate / Ambient temperature 5: 87 percent / diphenylphosphoryl azide, 1,8-diazabicyclo<5.4.0>undec-7-ene / 23 h / Ambient temperature 6: 78 percent / H2S, pyridine / 1.5 h / Ambient temperature View Scheme
参考文献
Organic Preparations and Procedures International, , vol. 27, # 6 p. 637 - 644
6813-81-6
→
反应条件
139110-70-6
扎那米韦
反应条件
1: Amberlite IR120 (H+) 2: pyridine 3: trimethylsilyl trifluoromethanesulfonate / ethyl acetate / 3 h / 50 °C 4: trimethylsilylazide / tert-butyl alcohol / 9 h / Reflux 5: hydrogen / ethanol / 9 h / 20 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry, , vol. 19, # 7 p. 2418 - 2427
73960-72-2
(2R,3R,4S)-3-乙酰氨基-4-乙酰氧基-2-((1R,2R)-1,2,3-三乙酰氧基丙基)-3,4-二氢-2H-吡喃-6-羧酸甲酯
→
反应条件
139110-70-6
扎那米韦
反应条件
1: BF3*Et2O / benzene; methanol / 18 h / Ambient temperature 2: 50percent aq. AcOH / ethyl acetate / Ambient temperature 3: 87 percent / diphenylphosphoryl azide, 1,8-diazabicyclo<5.4.0>undec-7-ene / 23 h / Ambient temperature 4: 78 percent / H2S, pyridine / 1.5 h / Ambient temperature View Scheme
参考文献
Organic Preparations and Procedures International, , vol. 27, # 6 p. 637 - 644
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