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: in dichloromethane T=0°C; Molecular sieveInert atmosphere; 2: With boron trifluoride diethyl etherate in dichloromethane 3 h; Molecular sieveInert atmosphere;
参考文献
Li, Yali; Mo, Huaping; Lian, Gaoyan; Yu, Biao
Carbohydrate Research, 2012 , vol. 363, p. 14 - 22
反应条件
1: in dichloromethane T=0°C; Molecular sieveInert atmosphere; 2: With boron trifluoride diethyl etherate in dichloromethane 3 h; Molecular sieveInert atmosphere;
参考文献
Li, Yali; Mo, Huaping; Lian, Gaoyan; Yu, Biao
Carbohydrate Research, 2012 , vol. 363, p. 14 - 22
反应条件
trimethylsilylazide; tetra-n-butylammonium difluorotriphenylsilicate(IV) in tetrahydrofuran T=65°C; Substitution; hydrolysis; 20 h;
参考文献
Journal of Organic Chemistry, , vol. 64, # 26 p. 9724 - 9726
反应条件
1: in dichloromethane T=0°C; Molecular sieveInert atmosphere; 2: With trimethylsilyl trifluoromethanesulfonate in dichloromethane 3 h; Molecular sieveInert atmosphere; Overall yield = 90 percent;
参考文献
Li, Yali; Mo, Huaping; Lian, Gaoyan; Yu, Biao
Carbohydrate Research, 2012 , vol. 363, p. 14 - 22
反应条件
1: 72 percent / BF3*OEt2 / CH2Cl2 / -20 - 0 °C / molecular sieves 4 Angstroem 2: 95 percent / NaOMe / methanol / 3 h / 0 deg C to room temperature View Scheme
参考文献
Murakami, Teiichi; Minamikawa, Hiroyuki; Hato, Masakatsu
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1992 , # 15 p. 1875 - 1876
反应条件
boron trifluoride diethyl etherate in dichloromethane T=40°C;
参考文献
Hendel, Jenifer L.; Wang, Jo-Wen; Jackson, Trudy A.; Hardmeier, Karolyn; De Los Santos, Richelle; Auzanneau, France-Isabelle
Journal of Organic Chemistry, 2009 , vol. 74, # 21 p. 8321 - 8331
反应条件
trimethylsilylazide; tetra-n-butylammonium difluorotriphenylsilicate(IV) in tetrahydrofuran T=65°C; Substitution; hydrolysis; 20 h;
参考文献
Journal of Organic Chemistry, , vol. 64, # 26 p. 9724 - 9726
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
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