乙基 6-脱氧-1-硫代-beta-L-吡喃半乳糖苷 2,3,4-三乙酸酯合成路线 (共 12 条)
反应条件
4-(N,N-dimethlyamino)pyridine; acetic anhydride; silica gel in pyridine; dichloromethane; toluene
参考文献
The Scripps Research Institute
Patent: US6111084 A1, 2000 ;
反应条件
boron trifluoride diethyl etherate in dichloromethane T=0°C; Inert atmosphere;
参考文献
Calosso, Mickael; Charpentier, Daniel; Vaillancourt, Marc; Bencheqroun, Mohammed; St-Pierre, Gabrielle; Wilkes, Brian C.; Guindon, Yvan
ACS Medicinal Chemistry Letters, 2012 , vol. 3, # 12 p. 1045 - 1049
反应条件
4 A molecular sieve; boron trifluoride diethyl etherate in dichloromethane T=20°C; 3 h;
参考文献
Ruttens, Bart; Kovac, Pavol
Synthesis, 2004 , # 15 p. 2505 - 2508
反应条件
boron trifluoride diethyl etherate in dichloromethane 0.5 h; Heating;
参考文献
Lampe, Thomas F. J.; Weitz-Schmidt, Gabriele; Wong, Chi-Huey
Angewandte Chemie - International Edition, 1998 , vol. 37, # 12 p. 1707 - 1711
反应条件
1: in 1,2-dichloro-ethane 1 h; Molecular sieveInert atmosphere; 2: With tin(IV) chloride in 1,2-dichloro-ethane T=-30°C; 3: With sodium hydrogencarbonate in 1,2-dichloro-ethane T=-30°C;
参考文献
Daly, Robin; Vaz, Gisela; Davies, Anthony M.; Senge, Mathias O.; Scanlan, Eoin M.
Chemistry - A European Journal, 2012 , vol. 18, # 46 p. 14671 - 14679
反应条件
1: pyridine, DMAP / 0 - 20 °C 2: BF3*Et2O / 0 - 20 °C View Scheme
参考文献
Aberg, Per-Mikael; Blomberg, Lennart; Loenn, Hans; Norberg, Thomas
Journal of Carbohydrate Chemistry, 1994 , vol. 13, # 2 p. 141 - 162
反应条件
1: ethanethiol With sodium hydride in ethylene glycol dimethyl ether 0.5 h; 2: acetic acid 3,5-diacetoxy-2-bromo-6-methyltetrahydropyran-4-yl ester in ethylene glycol dimethyl ether T=20°C; 3 h;
参考文献
Ruttens, Bart; Kovac, Pavol
Synthesis, 2004 , # 15 p. 2505 - 2508
反应条件
1.1: 90 percent / pyridine; DMAP / 1 h / 0 °C 2.1: HBr; AcOH / CH2Cl2 / 24 h / 0 - 20 °C 3.1: NaH / 1,2-dimethoxy-ethane / 0.5 h 3.2: 1,2-dimethoxy-ethane / 3 h / 20 °C View Scheme
参考文献
Ruttens, Bart; Kovac, Pavol
Synthesis, 2004 , # 15 p. 2505 - 2508
反应条件
1: pyridine / 16 h / 20 °C / |Inert atmosphere 2: boron trifluoride diethyl etherate / dichloromethane / 0 °C / |Inert atmosphere View Scheme
参考文献
Calosso, Mickael; Charpentier, Daniel; Vaillancourt, Marc; Bencheqroun, Mohammed; St-Pierre, Gabrielle; Wilkes, Brian C.; Guindon, Yvan
ACS Medicinal Chemistry Letters, 2012 , vol. 3, # 12 p. 1045 - 1049
反应条件
1.1: HBr; AcOH / CH2Cl2 / 24 h / 0 - 20 °C 2.1: NaH / 1,2-dimethoxy-ethane / 0.5 h 2.2: 1,2-dimethoxy-ethane / 3 h / 20 °C View Scheme
参考文献
Ruttens, Bart; Kovac, Pavol
Synthesis, 2004 , # 15 p. 2505 - 2508