3,4,6-三邻乙酰基-alpha-D-吡喃葡萄糖 1,2-(原酸甲酯)合成路线 (共 22 条)
反应条件
1: With boron trifluoride diethyl etherate in dichloromethane T=20°C; 1 h; Inert atmosphereMolecular sieve; 2: With methanol; sodium methylate T=20°C; 24 h; 3: With water; sodium hydroxide in methanol T=20°C; 15 h;
参考文献
Organic and Biomolecular Chemistry, , vol. 6, # 22 p. 4253 - 4260
反应条件
1: in dichloromethane 0.5 h; Molecular sieve; 2: With boron trifluoride diethyl etherate in dichloromethane T=0°C;
参考文献
Hayes, John A.; Eccles, Kevin S.; Lawrence, Simon E.; Moynihan, Humphrey A.
Carbohydrate Research, 2012 , vol. 349, p. 108 - 112
反应条件
1: With trimethylsilyl trifluoromethanesulfonate in chlorobenzene T=25°C; 0.5 h; 2: With sodium hydroxide in water
参考文献
Tetrahedron Letters, , vol. 52, # 37 p. 4753 - 4755
反应条件
boron trifluoride diethyl etherate in dichloromethane T=-20°C; glucuronidation; 0.5 h;
参考文献
Werschkun, Barbara; Gorziza, Karin; Thiem, Joachim
Journal of Carbohydrate Chemistry, 1999 , vol. 18, # 6 p. 629 - 637
反应条件
1: With boron trifluoride diethyl etherate in dichloromethane T=20°C; 1 h; Inert atmosphereMolecular sieve; 2: With methanol; sodium methylate T=20°C; 24 h; 3: With water; sodium hydroxide in methanol T=20°C; 15 h;
参考文献
Organic and Biomolecular Chemistry, , vol. 6, # 22 p. 4253 - 4260
反应条件
boron trifluoride diethyl etherate in dichloromethane T=-10°C; 1 h;
参考文献
Fischer, Bilha; Nudelman, Abraham; Ruse, Margareta; Herzig, Jacob; Gottlieb, Hugo E.; Keinan, Ehud
Journal of Organic Chemistry, 1984 , vol. 49, # 25 p. 4988 - 4993
反应条件
trimethylsilyl trifluoromethanesulfonate in dichloromethane T=20°C; 16 h;
参考文献
Pearson, Andrew G.; Kiefel, Milton J.; Ferro, Vito; Von Itzstein, Mark
Carbohydrate Research, 2005 , vol. 340, # 13 p. 2077 - 2085
反应条件
boron trifluoride diethyl etherate in dichloromethane T=-60 - 23°C; 41 h; Title compound not separated from byproducts;
参考文献
Engstrom, Kenneth M.; Daanen, Jerome F.; Wagaw, Seble; Stewart, Andrew Q.
Journal of Organic Chemistry, 2006 , vol. 71, # 22 p. 8378 - 8383
反应条件
boron trifluoride diethyl etherate in dichloromethane T=-15 - 20°C; 16 h; Product distribution; Further Variations:Reagents;
参考文献
Pearson, Andrew G.; Kiefel, Milton J.; Ferro, Vito; Von Itzstein, Mark
Carbohydrate Research, 2005 , vol. 340, # 13 p. 2077 - 2085
反应条件
1.1: dichloromethane / 0.5 h / Molecular sieve 1.2: 0 °C 2.1: water / tetrahydrofuran; methanol / 0 °C / Inert atmosphere 2.2: 5 h / 40 °C / Inert atmosphere View Scheme
参考文献
Hayes, John A.; Eccles, Kevin S.; Lawrence, Simon E.; Moynihan, Humphrey A.
Carbohydrate Research, 2012 , vol. 349, p. 108 - 112