D-吡喃葡萄糖醛酸甲酯 1,2,3,4-四乙酸酯合成路线 (共 17 条)
反应条件
1: HBr / acetic acid / 5 °C 2: 92 percent / NaN3; TBAHS / CH2Cl2; aq. NaHCO3 / 2 h / 20 °C View Scheme
参考文献
Florio, Pas; Thomson, Robin J.; Von Itzstein, Mark
Carbohydrate Research, 2000 , vol. 328, # 4 p. 445 - 448
反应条件
1: hydrogen bromide; acetic anhydride / dichloromethane; acetic acid / 0 - 4 °C 2: silver(l) oxide / acetonitrile / 20 °C / Darkness View Scheme
参考文献
Jongkees, Seino A. K.; Yoo, Hayoung; Withers, Stephen G.
ChemBioChem, 2014 , vol. 15, # 1 p. 124 - 134
反应条件
benzylamine in N,N-dimethyl-formamide T=20°C; 16 h; Inert atmosphere;
参考文献
Chen, Yi; Li, Yanhong; Yu, Hai; Sugiarto, Go; Thon, Vireak; Hwang, Joel; Ding, Li; Hie, Liana; Chen, Xi
Angewandte Chemie - International Edition, 2013 , vol. 52, # 45 p. 11852 - 11856
Angew. Chem., 2013 , vol. 52, # 45 p. 11852 - 11856,5
反应条件
boron trifluoride diethyl etherate in dichloromethane
参考文献
Dodge, Jeffrey A.; Lugar, Charles W.; Cho, Stephen; Osborne, John J.; Phillips, David L.; Glasebrook, Andrew L.; Frolik, Charles A.
Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 8 p. 993 - 996
反应条件
boron trifluoride diethyl etherate in dichloromethane
参考文献
Dodge, Jeffrey A.; Lugar, Charles W.; Cho, Stephen; Osborne, John J.; Phillips, David L.; Glasebrook, Andrew L.; Frolik, Charles A.
Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 8 p. 993 - 996
反应条件
1.1: 76 percent / hydrobromic acid / CH2Cl2; acetic acid / 3 h / 20 °C
2.1: 55 percent / silver trifluoromethanesulfonate; tetramethylurea / CH2Cl2 / 12 h / -20 °C
3.1: sodium methoxide / methanol / 24 h / 20 °C
3.2: 40 percent / Ba(OH)2 / methanol / 24 h / 20 °C
View Scheme
参考文献
Kim, Hee-Joo; Ki, Chang Ahn; Seung, Jin Ma; Gee, Shirley J.; Hammock, Bruce D.
Journal of Agricultural and Food Chemistry, 2007 , vol. 55, # 10 p. 3750 - 3757
反应条件
1: hydrazine acetate / dimethylformamide / 20 h / 55 °C
2: Cs2CO3 / CH2Cl2 / 3 h
View Scheme
参考文献
Kvaerno, Lisbet; Ritter, Tobias; Werder, Moritz; Hauser, Helmut; Carreira, Erick M.
Angewandte Chemie - International Edition, 2004 , vol. 43, # 35 p. 4653 - 4656