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
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 diethyl etherate / dichloromethane / 2 h / -20 °C 2: palladium on activated charcoal; sodium tetrahydroborate / dichloromethane; methanol / 0.25 h / 0 °C 3: sodium methylate; methanol / 16 h / 20 °C View Scheme
参考文献
Chemistry of Materials, , vol. 25, # 20 p. 4122 - 4128
反应条件
1: 46 percent / molecular sieves 4 Angstroem; BF3*Et2O / CH2Cl2 / 2 h / -18 °C 2: 93 percent / sodium methoxide / methanol / 0.25 h / 20 °C View Scheme
参考文献
Kroeger, Lars; Thiem, Joachim
Journal of Carbohydrate Chemistry, 2003 , vol. 22, # 1 p. 9 - 24
反应条件
1: 34 percent / TMDSOTf / diethyl ether / 1 h / 20 °C
2: 100 percent / NaOMe; MeOH / 4 h / 20 °C
3: 95 percent / p-TsOH / dimethylformamide / 24 h / 20 °C
4: 90 percent / NaH / dimethylformamide / 20 h / 20 °C
5: 82 percent / aq. HOAc / 1.5 h / 80 °C
6: 39 percent / 4-dimethylaminopyridine; EDCI / CH2Cl2 / 1 h / 20 °C
7: 28 percent / 1,4-cyclohexadiene / Pd/C / ethanol; dimethylformamide / 10 h / 40 °C
View Scheme
参考文献
Das, Saibal Kumar; Reddy, K. Anantha; Mukkanti
Carbohydrate Research, 2007 , vol. 342, # 15 p. 2309 - 2315
反应条件
1: With 4 A molecular sieve in dichloromethane
2 h;
2: With trimethylsilyl trifluoromethanesulfonate in dichloromethane
T=-20 - 20°C; 60 h;
参考文献
Macdonald, James M.; Hrmova, Maria; Fincher, Geoffrey B.; Stick, Robert V.
Australian Journal of Chemistry, 2004 , vol. 57, # 3 p. 187 - 191
反应条件
1: 2.) BF3*Et2O / 1.) methylene dichloride, 20 deg C, 10 min., 2.) methylene dichloride, 5 h
2: 200 mg / aq K2CO3 / methanol / 0.25 h / 20 °C
View Scheme
参考文献
Yoshikawa; Yoshizumi; Murakami; Matsuda; Yamahara
Chemical and Pharmaceutical Bulletin, 1996 , vol. 44, # 3 p. 492 - 499
反应条件
indium(III) chloride in dichloromethane
T=30°C; 6 h;
参考文献
Ghosh, Rina; Chakraborty, Arijit; Maiti, Dilip Kumar
Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2003 , vol. 42, # 3 p. 602 - 604
