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: HBr; Ac2O / CH2Cl2; acetic acid / 2 h / 20 °C 2: 79 percent / zinc; CuSO4; NaOAc / HOAc; Ac2O / acetonitrile / 2 h / 20 °C View Scheme
参考文献
Renneberg, Bernd; Li, Yue-Ming; Laatsch, Hartmut; Fiebig, Heinz-Herbert
Carbohydrate Research, 2000 , vol. 329, # 4 p. 861 - 872
反应条件
boron trifluoride diethyl etherate in toluene T=-50 - 20°C; Inert atmosphere;
参考文献
Tanikawa, Tetsuya; Fridman, Micha; Zhu, Wenjiang; Faulk, Brian; Joseph, Isaac C.; et al.
Journal of the American Chemical Society, 2009 , vol. 131, p. 5075 - 5083
反应条件
hydrogen bromide; acetic anhydride in chloroform; acetic acid 1 h; Ambient temperature;
参考文献
Vogel, Christian; Bergemann, Claudia; Boye, Hanna; Ott, A. Ya.; Betaneli, V. I.; Kochetkov, N. K.
Journal of Carbohydrate Chemistry, 1994 , vol. 13, # 1 p. 47 - 62
反应条件
trimethylsilyl trifluoromethanesulfonate in dichloromethane T=20°C; 15 h;
参考文献
Matwiejuk, Martin; Thiem, Joachim
European Journal of Organic Chemistry, 2011 , # 29 p. 5860 - 5878
反应条件
tin(IV) chloride in 1,2-dichloro-ethane T=20°C; 4 h;
参考文献
Carbohydrate Research, , vol. 201, # 1 p. 31 - 50
反应条件
1: I2; HMDS / CH2Cl2 / 1.5 h / 20 °C 2: CH2Cl2 / 20 °C View Scheme
参考文献
Mukhopadhyay, Balaram; Kartha, K.P. Ravindranathan; Russell, David A.; Field, Robert A.
Journal of Organic Chemistry, 2004 , vol. 69, # 22 p. 7758 - 7760
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
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: 56 percent / SnCl4 / 1,2-dichloro-ethane / 4 h / 20 °C 2: MeOH, NaOMe / 4 h / 20 °C 3: 1.) NaH / 1.) DMF, 30 min, 20 deg C 2.) DMF, 16 h, 20 deg C View Scheme
参考文献
Yamazaki, Fumito; Sato, Susumu; Nukada, Tomoo; Ito, Yukishige; Ogawa, Tomoya
Carbohydrate Research, 1990 , vol. 201, # 1 p. 31 - 50
