(2R,3R,4R,5S,6S)-2-叠氮基-6-甲基四氢-2H-吡喃-3,4,5-三基三乙酸酯合成路线 （共 7 条）
反应条件
1: With hydrogen bromide in acetic acid
T=0 - 20°C;
2: With hydrogen bromide in acetic acid
T=0 - 20°C;
3: With sodium azide; tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate in dichloromethane
T=20°C; 1.5 h;
参考文献
Kumar, Rishi; Tiwari, Pallavi; Maulik, Prakas R.; Misra, Anup K.
European Journal of Organic Chemistry, 2006 , # 1 p. 74 - 79
反应条件
sodium azide in N,N,N',N',N'',N''-hexamethylphosphoric triamide
T=75°C; 0.833333 h;
参考文献
Gyorgydeak; Szilagyi
1985 , vol. 1985, # 1 p. 103 - 112
反应条件
trimethylsilylazide; boron trifluoride diethyl etherate in dichloromethane
T=0 - 20°C; Molecular sieveInert atmosphere;
参考文献
Guo, Junxiang; Hu, Honggang; Zhao, Qingjie; Wang, Ting; Zou, Yan; Yu, Shichong; Wu, Qiuye; Guo, Zhongwu
ChemMedChem, 2012 , vol. 7, # 8 p. 1496 - 1503
反应条件
sodium azide in N,N-dimethyl-formamide
1) 50 deg C, 2 h, 2) 70 deg C, 1 h;
参考文献
Sabesan; Neira
Carbohydrate Research, 1992 , vol. 223, p. 169 - 185
反应条件
trimethylsilylazide; tin(IV) chloride in dichloromethane
2.5 h;
参考文献
Gyorgydeak; Szilagyi
1985 , vol. 1985, # 1 p. 103 - 112
反应条件
1: Ag2CO3, H2O / acetone
2: 61 percent / DMAP / CH2Cl2 / 2 h / Ambient temperature
3: 95 percent / NaN3 / dimethylformamide / 1) 50 deg C, 2 h, 2) 70 deg C, 1 h
View Scheme
参考文献
Sabesan; Neira
Carbohydrate Research, 1992 , vol. 223, p. 169 - 185
反应条件
trimethylsilylazide; tin(IV) chloride in dichloromethane
1 h; Ambient temperature; Title compound not separated from byproducts;
参考文献
Zuurmond, H. M.; Klein, P. A. M. van der; Wildt, J. de; Marel, G. A. van der; Boom, J. H. van
Journal of Carbohydrate Chemistry, 1994 , vol. 13, # 2 p. 323 - 340
