2-叠氮基-2-脱氧-1-硫代-beta-D-吡喃葡萄糖苷苯酯合成路线 （共 8 条）
反应条件
4-(N,N-dimethlyamino)pyridine; trifluoromethanesulfonyl azide in methanol; dichloromethane
T=20°C; 16 h;
参考文献
The University of Tokyo
Patent: US2011/3980 A1, 2011 ;
Location in patent: Page/Page column 6-7 ;
反应条件
sodium methylate in methanol
T=23°C; 12 h;
参考文献
Pozsgay, Vince
Journal of Carbohydrate Chemistry, 2001 , vol. 20, # 7-8 p. 659 - 665
反应条件
sodium methylate in methanol
5 h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Ohnishi, Yuki; Tachibana, Kazuo
Bioorganic and Medicinal Chemistry, 1997 , vol. 5, # 12 p. 2251 - 2265
反应条件
1: AcOH / CH2Cl2; methanol / 4 h / Heating
2: 24.5 g / pyridine; 4-dimethylaminopyridine / 4 h / 20 °C
3: 90 percent / AcOH / H2O / 0.25 h / Heating
4: 86 percent / pyridine / CH2Cl2 / 0.33 h / -45 - -30 °C
5: pyridine / CH2Cl2 / -20 - -10 °C
6: 98 g / NaN3 / dimethylformamide / 3 h / 23 °C
7: 97 percent / NaOMe / methanol / 12 h / 23 °C
View Scheme
参考文献
Pozsgay, Vince
Journal of Carbohydrate Chemistry, 2001 , vol. 20, # 7-8 p. 659 - 665
反应条件
1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 18 h / 20 °C / |Inert atmosphere
2: potassium carbonate; water / methanol / 18 h / 60 °C
3: imidazole-1-sulfonyl azide hydrochloride; CuSO4‵5H2O; potassium carbonate / methanol / 2.67 h / 20 °C
View Scheme
参考文献
Hansen, Steen U.; Miller, Gavin J.; Barath, Marek; Broberg, Karl R.; Avizienyte, Egle; Helliwell, Madeleine; Raftery, James; Jayson, Gordon C.; Gardiner, John M.
Journal of Organic Chemistry, 2012 , vol. 77, # 18 p. 7823 - 7843
反应条件
1.1: triethylamine / methanol / 20 °C
1.2: 5 h / 0 - 20 °C
2.1: pyridine / dichloromethane / 16 h / 0 - 20 °C
3.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 18 h / 20 °C / |Inert atmosphere
4.1: potassium carbonate; water / methanol / 18 h / 60 °C
5.1: imidazole-1-sulfonyl azide hydrochloride; CuSO4‵5H2O; potassium carbonate / methanol / 2.67 h / 20 °C
View Scheme
参考文献
Hansen, Steen U.; Miller, Gavin J.; Barath, Marek; Broberg, Karl R.; Avizienyte, Egle; Helliwell, Madeleine; Raftery, James; Jayson, Gordon C.; Gardiner, John M.
Journal of Organic Chemistry, 2012 , vol. 77, # 18 p. 7823 - 7843
反应条件
1: potassium carbonate; water / methanol / 18 h / 60 °C
2: imidazole-1-sulfonyl azide hydrochloride; CuSO4‵5H2O; potassium carbonate / methanol / 2.67 h / 20 °C
View Scheme
参考文献
Hansen, Steen U.; Miller, Gavin J.; Barath, Marek; Broberg, Karl R.; Avizienyte, Egle; Helliwell, Madeleine; Raftery, James; Jayson, Gordon C.; Gardiner, John M.
Journal of Organic Chemistry, 2012 , vol. 77, # 18 p. 7823 - 7843
反应条件
1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 18 h / 20 °C / |Inert atmosphere
2: potassium carbonate; water / methanol / 18 h / 60 °C
3: imidazole-1-sulfonyl azide hydrochloride; CuSO4‵5H2O; potassium carbonate / methanol / 2.67 h / 20 °C
View Scheme
参考文献
Hansen, Steen U.; Miller, Gavin J.; Barath, Marek; Broberg, Karl R.; Avizienyte, Egle; Helliwell, Madeleine; Raftery, James; Jayson, Gordon C.; Gardiner, John M.
Journal of Organic Chemistry, 2012 , vol. 77, # 18 p. 7823 - 7843
