2,3,4,6-四邻乙酰基-alpha-d-吡喃葡萄糖三氯乙酰胺合成路线 (共 68 条)
反应条件
1: 97 percent / BF3*Et2O / CH2Cl2 / 23 h / -78 - -10 °C 2: 97 percent / PdCl2 / dimethylformamide; H2O / 48 h / 45 °C 3: 82 percent / DBU / CH2Cl2 / 0.5 h / 20 °C View Scheme
参考文献
Weigelt, Dirk; Kraehmer, Ralf; Welzel, Peter
Tetrahedron Letters, 1996 , vol. 37, # 3 p. 367 - 370
反应条件
1: boron trifluoride dimethyl etherate / dichloromethane / 20 °C / Inert atmosphere 2: methanol; sodium methylate / 0.5 h / 20 °C View Scheme
参考文献
Touisni, Nadia; Maresca, Alfonso; McDonald, Paul C.; Lou, Yuanmei; Scozzafava, Andrea; Dedhar, Shoukat; Winum, Jean-Yves; Supuran, Claudiu T.
Journal of Medicinal Chemistry, 2011 , vol. 54, # 24 p. 8271 - 8277
反应条件
1: 70 percent / BF3*Et2O / diethyl ether / 1.) -50 deg C, 15 min,2.) -50 deg C to room temperature, 3 h 2: 1.) COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 10 min, 2.) -78 deg C, 15 min 3: 75 percent / LiBH4 / diethyl ether; tetrahydrofuran / 14 h / Ambient temperature View Scheme
参考文献
Nakajima, Noriyuki; Ubukata, Makoto
Bioscience, Biotechnology and Biochemistry, 1998 , vol. 62, # 3 p. 453 - 458
反应条件
4 A molecular sieve; boron trifluoride diethyl etherate in dichloromethane T=-78 - 20°C; Substitution; 0.5 h;
参考文献
Yu, Hai; Yu, Biao; Wu, Xiangyang; Hui, Yongzheng; Han, Xiuwen
Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 9 p. 1445 - 1453
反应条件
4 A molecular sieve; boron trifluoride diethyl etherate in dichloromethane T=-78 - 20°C; Substitution; 0.5 h;
参考文献
Yu, Hai; Yu, Biao; Wu, Xiangyang; Hui, Yongzheng; Han, Xiuwen
Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 9 p. 1445 - 1453
反应条件
4 A molecular sieve; boron trifluoride diethyl etherate in dichloromethane T=-78 - 20°C; Substitution; 0.5 h;
参考文献
Yu, Hai; Yu, Biao; Wu, Xiangyang; Hui, Yongzheng; Han, Xiuwen
Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 9 p. 1445 - 1453
反应条件
trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve T=-10°C; Substitution;
参考文献
Yu, Hai; Yu, Biao; Wu, Xiangyang; Hui, Yongzheng; Han, Xiuwen
Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 9 p. 1445 - 1453
反应条件
1: boron trifluoride dimethyl etherate / dichloromethane / 20 °C / Inert atmosphere 2: methanol; sodium methylate / 0.5 h / 20 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 54, # 24 p. 8271 - 8277
反应条件
1: 31 percent / BF3*Et2O / CH2Cl2 / 1.) -50 deg C, 15 min,2.) -50 deg C to room temperature, 3 h 2: 1.) COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 10 min, 2.) -78 deg C, 15 min 3: 80 percent / K2CO3 / methanol / 0.25 h View Scheme
参考文献
Nakajima, Noriyuki; Ubukata, Makoto
Bioscience, Biotechnology and Biochemistry, 1998 , vol. 62, # 3 p. 453 - 458
反应条件
boron trifluoride dimethyl etherate in dichloromethane T=20°C; Inert atmosphere;
参考文献
Touisni, Nadia; Maresca, Alfonso; McDonald, Paul C.; Lou, Yuanmei; Scozzafava, Andrea; Dedhar, Shoukat; Winum, Jean-Yves; Supuran, Claudiu T.
Journal of Medicinal Chemistry, 2011 , vol. 54, # 24 p. 8271 - 8277