6-脱氧-ALPHA-D-吡喃葡萄糖 1,2,3,4-四乙酸酯合成路线 （共 21 条）
反应条件
1: zinc chloride / 120 °C / unter vermindertem Druck 2: sodium methylate; methanol View Scheme
参考文献
Westphal; Feier
Chemische Berichte, 1956 , vol. 89, p. 582,587
反应条件
1: With boron trifluoride diethyl etherate in dichloromethane T=0 - 20°C; Inert atmosphere; 2: With water in dichloromethane Cooling with ice;
参考文献
Jalsa, Nigel Kevin
Tetrahedron Letters, 2011 , vol. 52, # 49 p. 6587 - 6590
反应条件
1: BF3*Et2O
View Scheme
参考文献
Glycom A/S Danmarks Tekniske Universitet; Dékany, Gyula; Ágoston, Károly; Bajza, Istvan; Boutet, Julien; Bøjstrup, Marie; Fanefjord, Mette; Pérez Figueroa, Ignacio; Hederos, Markus; Horvath, Ference; Kovács-Pénzes, Piroska; Kröger, Lars; Olsson, Johan; Röhrig, Christoph; Schroven, Andreas; Vrasidas, Ioannis
Patent: US2013/131334 A1, 2013 ;
反应条件
1: 80 percent / tin(IV) chloride / 1,2-dichloro-ethane / 2.5 h / 50 °C
2: 90 percent / sodium methoxide (1N); / methanol / 1 h / Ambient temperature
3: 80 percent / 4A molecular sieve / acetic acid / 1 h / 90 °C
4: 50 percent / sodium m-periodate, sodium hydrogen carbonate, ruthenium dioxide / H2O; ethyl acetate / 1 h
View Scheme
参考文献
Alaouji-Jamali, Moulay Abdellah; Egron, Marie Jose; Bessodes, Michel; Antonakis, Kostas; Chouroulinkov, Ivan
European Journal of Medicinal Chemistry, 1987 , vol. 22, p. 305 - 310
反应条件
trimethylsilylazide; tin(IV) chloride in dichloromethane
2.5 h;
参考文献
Gyorgydeak; Szilagyi
1985 , vol. 1985, # 1 p. 103 - 112
反应条件
trimethylsilylazide; tin(IV) chloride in dichloromethane
1 h; Ambient temperature; Title compound not separated from byproducts;
参考文献
Zuurmond, H. M.; Klein, P. A. M. van der; Wildt, J. de; Marel, G. A. van der; Boom, J. H. van
Journal of Carbohydrate Chemistry, 1994 , vol. 13, # 2 p. 323 - 340
反应条件
trimethylsilylazide; silver perchlorate; tin(IV) chloride in dichloromethane; toluene
T=20°C; 3 h;
参考文献
Badaea, Concepcion; Souard, Florence; Vicent, Cristina
Journal of Organic Chemistry, 2012 , vol. 77, # 23 p. 10870 - 10881
反应条件
trimethylsilylazide; tin(IV) chloride in dichloromethane
T=0 - 20°C; Inert atmosphere; optical yield given as percent de;
参考文献
Palomo, Claudio; Aizpurua, Jesus M.; Balentova, Eva; Azcune, Itxaso; Santos, J. Ignacio; Jimenez-Barbero, Jesus; Canada, Javier; Miranda, Jose Ignacio
Organic Letters, 2008 , vol. 10, # 11 p. 2227 - 2230
反应条件
1: tin(IV) chloride / CH2Cl2 / 0 °C
2: sodium methoxide / methanol
3: sodium hydride / dimethylformamide
View Scheme
参考文献
Murphy, Paul V.; Hubbard, Rod E.; Manallack, David T.; Wills, Ruth E.; Montana, John G.; Taylor, Richard J. K.
Bioorganic and Medicinal Chemistry, 1998 , vol. 6, # 12 p. 2421 - 2439
反应条件
1: zinc chloride / 120 °C / unter vermindertem Druck
2: sodium methylate; methanol
3: palladium/barium sulfate; methanol / Hydrogenation
View Scheme
参考文献
Westphal; Feier
Chemische Berichte, 1956 , vol. 89, p. 582,587
