1,2,3,4,6-D-葡萄糖五乙酸酯合成路线 (共 84 条)
反应条件
1: HBr; AcOH / CH2Cl2 / 0 - 20 °C 2: 80 percent / Ag2CO3; I2 / CH2Cl2 / 21 h 3: NaOMe; MeOH / 20 °C View Scheme
参考文献
Rye, Carl S.; Withers, Stephen G.
Journal of the American Chemical Society, 2002 , vol. 124, # 33 p. 9756 - 9767
反应条件
1: sodium azide; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate / dichloromethane; water / 20 °C / Inert atmosphere 2: methanol; sodium methylate / 20 °C / Inert atmosphere View Scheme
参考文献
Chemical Communications, , vol. 48, # 4 p. 522 - 524
反应条件
1: benzylamine / tetrahydrofuran / 16 h / 20 °C 2: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 3 h / 20 °C 3: boron trifluoride diethyl etherate / dichloromethane / 2 h / -20 °C 4: palladium on activated charcoal; sodium tetrahydroborate / dichloromethane; methanol / 0.25 h / 0 °C 5: sodium methylate; methanol / 16 h / 20 °C View Scheme
参考文献
Jayasundara, Dilushan R.; Duff, Thomas; Angione, M. Daniela; Bourke, Jean; Murphy, Deirdre M.; Scanlan, Eoin M.; Colavita, Paula E.
Chemistry of Materials, 2013 , vol. 25, # 20 p. 4122 - 4128
反应条件
hydrogen bromide; acetic acid T=0 - 10°C;
参考文献
Boehrsch, Verena; Mathew, Thresen; Zieringer, Maximilian; Vallee, M. Robert J.; Artner, Lukas M.; Dernedde, Jens; Haag, Rainer; Hackenberger, Christian P. R.
Organic and Biomolecular Chemistry, 2012 , vol. 10, # 30 p. 6211 - 6216
反应条件
hydrogen bromide; acetic acid T=4°C;
参考文献
Dorasamy, Shantal; Narainpersad, Nicolisha; Singh, Moganavelli; Ariatti, Mario
Chemical Biology and Drug Design, 2012 , vol. 80, # 5 p. 647 - 656
反应条件
1: HBr; AcOH / CH2Cl2 / 0 - 20 °C 2: 80 percent / Ag2CO3; I2 / CH2Cl2 / 21 h 3: NaOMe; MeOH / 20 °C View Scheme
参考文献
Rye, Carl S.; Withers, Stephen G.
Journal of the American Chemical Society, 2002 , vol. 124, # 33 p. 9756 - 9767
反应条件
anhydrous guanidine in ethanol; dichloromethane deacetylation;
参考文献
Kunesch, Nicole; Miet, Christine; Poisson, Jacques
Tetrahedron Letters, 1987 , vol. 28, # 31 p. 3569 - 3572
反应条件
1: dichloromethyl methyl ether, boron trifluoride 2: 51 percent / hexamethylphosphoric acid triamide / 40 deg C, 6 h; r.t. View Scheme
参考文献
Apparu, Maecel; Blanc-Muesser, Michele; Defaye, Jacques; Driguez, Hugues
Canadian Journal of Chemistry, 1981 , vol. 59, p. 314 - 320
反应条件
1: acetic anhydride; hydrogen bromide; acetic acid / dichloromethane / 20 °C 2: acetone / |Reflux View Scheme
参考文献
Jayasundara, Dilushan R.; Duff, Thomas; Angione, M. Daniela; Bourke, Jean; Murphy, Deirdre M.; Scanlan, Eoin M.; Colavita, Paula E.
Chemistry of Materials, 2013 , vol. 25, # 20 p. 4122 - 4128
反应条件
1: HBr; AcOH / CH2Cl2 / 0 - 20 °C 2: 40 percent / tetrabutylammonium hydrogensulfate; NaOH / CH2Cl2; H2O View Scheme
参考文献
Rye, Carl S.; Withers, Stephen G.
Journal of the American Chemical Society, 2002 , vol. 124, # 33 p. 9756 - 9767