外消旋(2,3-二甲氧基苯基)-合成路线 (共 7 条)
反应条件
trifluoroacetic acid T=20°C; 3 h;
参考文献
Muehlhausen, Ute; Ermert, Johannes; Herth, Matthias M.; Coenen, Heinz H.
Journal of Labelled Compounds and Radiopharmaceuticals, 2009 , vol. 52, # 1 p. 6 - 12
反应条件
1.1: triethylamine / dichloromethane / 6 h / 0 - 20 °C / |Inert atmosphere; |Schlenk technique 2.1: n-butyllithium / tetrahydrofuran; hexane / 2.75 h / 0 - 20 °C / |Inert atmosphere; |Schlenk technique 2.2: 21 h / -20 - 20 °C / |Schlenk technique; |Inert atmosphere 3.1: trifluoroacetic acid / dichloromethane / 22 h / 20 °C / |Inert atmosphere; |Schlenk technique 4.1: sodium tetrahydroborate / ethanol / |Inert atmosphere View Scheme
参考文献
Fuentes, Jose A.; Carpenter, Ian; Kann, Nina; Clarke, Matthew L.
Chemical Communications, 2013 , vol. 49, # 87 p. 10245 - 10247
反应条件
1.1: thionyl chloride; triethylamine / dichloromethane / 17 h / 20 °C / |Inert atmosphere; |Schlenk technique 2.1: triethylamine / dichloromethane / 6 h / 0 - 20 °C / |Inert atmosphere; |Schlenk technique 3.1: n-butyllithium / tetrahydrofuran; hexane / 2.75 h / 0 - 20 °C / |Inert atmosphere; |Schlenk technique 3.2: 21 h / -20 - 20 °C / |Schlenk technique; |Inert atmosphere 4.1: trifluoroacetic acid / dichloromethane / 22 h / 20 °C / |Inert atmosphere; |Schlenk technique 5.1: sodium tetrahydroborate / ethanol / |Inert atmosphere View Scheme
参考文献
Fuentes, Jose A.; Carpenter, Ian; Kann, Nina; Clarke, Matthew L.
Chemical Communications, 2013 , vol. 49, # 87 p. 10245 - 10247
反应条件
1.1: potassium carbonate / water; tetrahydrofuran / 0 - 20 °C / |Schlenk technique; |Inert atmosphere 2.1: thionyl chloride; triethylamine / dichloromethane / 17 h / 20 °C / |Inert atmosphere; |Schlenk technique 3.1: triethylamine / dichloromethane / 6 h / 0 - 20 °C / |Inert atmosphere; |Schlenk technique 4.1: n-butyllithium / tetrahydrofuran; hexane / 2.75 h / 0 - 20 °C / |Inert atmosphere; |Schlenk technique 4.2: 21 h / -20 - 20 °C / |Schlenk technique; |Inert atmosphere 5.1: trifluoroacetic acid / dichloromethane / 22 h / 20 °C / |Inert atmosphere; |Schlenk technique 6.1: sodium tetrahydroborate / ethanol / |Inert atmosphere View Scheme
参考文献
Fuentes, Jose A.; Carpenter, Ian; Kann, Nina; Clarke, Matthew L.
Chemical Communications, 2013 , vol. 49, # 87 p. 10245 - 10247
反应条件
1.1: n-butyllithium / tetrahydrofuran; hexane / 2.75 h / 0 - 20 °C / |Inert atmosphere; |Schlenk technique 1.2: 21 h / -20 - 20 °C / |Schlenk technique; |Inert atmosphere 2.1: trifluoroacetic acid / dichloromethane / 22 h / 20 °C / |Inert atmosphere; |Schlenk technique 3.1: sodium tetrahydroborate / ethanol / |Inert atmosphere View Scheme
参考文献
Fuentes, Jose A.; Carpenter, Ian; Kann, Nina; Clarke, Matthew L.
Chemical Communications, 2013 , vol. 49, # 87 p. 10245 - 10247
反应条件
sodium hydrogencarbonate in N,N-dimethyl-formamide T=85°C; 1.5 h;
参考文献
Herth, Matthias M.; Kramer, Vasko; Piel, Markus; Palner, Mikael; Riss, Patrick J.; Knudsen, Gitte M.; Roesch, Frank
Bioorganic and Medicinal Chemistry, 2009 , vol. 17, # 8 p. 2989 - 3002
反应条件
1: 76 percent / (-)-di-O,O'-p-toluyl-L-tartaric acid / methanol / Heating
2: 96 percent / NaHCO3 / dimethylformamide / 1.5 h / 85 °C
View Scheme
参考文献
Ullrich, Thomas; Rice, Kenner C.
Bioorganic and Medicinal Chemistry, 2000 , vol. 8, # 10 p. 2427 - 2432