1,6-脱水-2-叠氮-2-脱氧-3,4-双-O-苄基-beta-D-吡喃葡萄糖合成路线 （共 20 条）
反应条件
barium dihydroxide in N,N-dimethyl-formamide
Ambient temperature;
参考文献
Tailler, Denis; Jaquinet, Jean-Claude; Noirot, Anne-Marie; Beau, Jean-Marie
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1992 , # 23 p. 3163 - 3164
反应条件
sodium hydride in N,N-dimethyl-formamide
1 h;
参考文献
Klein, P. A. M. van der; Filemon, W.; Boons, G. J. P. H.; Veeneman, G. H.; Marel, G. A. van der; Boom, J. H. van
Tetrahedron, 1992 , vol. 48, # 22 p. 4649 - 4658
反应条件
potassium hydroxide; tetrabutylammomium bromide in 1-methyl-pyrrolidin-2-one; toluene
T=0 - 20°C; Industry scale;
参考文献
Apicore, LLC
Patent: US2013/5954 A1, 2013 ;
Location in patent: Page/Page column 15 ;
反应条件
trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve in dichloromethane
T=20°C; 3 h;
参考文献
Dondoni, Alessandro; Mariotti, Giandomenico; Marra, Alberto
Journal of Organic Chemistry, 2002 , vol. 67, # 13 p. 4475 - 4486
反应条件
1: NaN3 / H2O; dimethylformamide / Heating
2: NaH / dimethylformamide
View Scheme
参考文献
Hawley, Joanne; Bampos, Nick; Aboitiz, Nuria; Jimenez-Barbero, Jesus; Lopez De La Paz, Manuela; Sanders, Jeremy K. M.; Carmona, Pedro; Vicent, Cristina
European Journal of Organic Chemistry, 2002 , # 12 p. 1925 - 1936
反应条件
sodium azide; 4 A molecular sieve in N,N-dimethyl-formamide
Ambient temperature; Yield given;
参考文献
Hori, Hiroshi; Nishida, Yoshihiro; Ohrui, Hiroshi; Meguro, Hiroshi
Journal of Organic Chemistry, 1989 , vol. 54, # 6 p. 1346 - 1353
反应条件
1: pyridine / CH2Cl2
2: LiN3 / dimethylformamide / Ambient temperature
View Scheme
参考文献
Sakairi, Nobuo; Takahashi, Shunya; Wang, Feng; Ueno, Yoshihito; Kuzuhara, Hiroyoshi
Bulletin of the Chemical Society of Japan, 1994 , vol. 67, # 6 p. 1756 - 1758
反应条件
1.1: (Bu3Sn)2O; 3 Angstroem MS / acetonitrile / 3 h / Heating
1.2: 65 percent / I2 / CH2Cl2 / 0.25 h / 0 °C
2.1: NaN3 / H2O; dimethylformamide / Heating
3.1: NaH / dimethylformamide
View Scheme
参考文献
Hawley, Joanne; Bampos, Nick; Aboitiz, Nuria; Jimenez-Barbero, Jesus; Lopez De La Paz, Manuela; Sanders, Jeremy K. M.; Carmona, Pedro; Vicent, Cristina
European Journal of Organic Chemistry, 2002 , # 12 p. 1925 - 1936
反应条件
1.1: sodium methylate / methanol / 5 - 20 °C / pH 9 - 9.5 / Industry scale
1.2: 5 h / Reflux; Molecular sieve; Industry scale
1.3: 0 - 20 °C
2.1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 20 - 122 °C / Industry scale
3.1: potassium hydroxide / tetrabutylammomium bromide / toluene; 1-methyl-pyrrolidin-2-one / 0 - 20 °C / Industry scale
View Scheme
参考文献
Apicore, LLC
Patent: US2013/5954 A1, 2013 ;
反应条件
1.1: hydrogen bromide; acetic acid / 2 h / 20 °C / Industry scale
1.2: 2 h / 0 - 5 °C / Industry scale
2.1: sodium methylate / methanol / 5 - 20 °C / pH 9 - 9.5 / Industry scale
2.2: 5 h / Reflux; Molecular sieve; Industry scale
2.3: 0 - 20 °C
3.1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 20 - 122 °C / Industry scale
4.1: potassium hydroxide / tetrabutylammomium bromide / toluene; 1-methyl-pyrrolidin-2-one / 0 - 20 °C / Industry scale
View Scheme
参考文献
Apicore, LLC
Patent: US2013/5954 A1, 2013 ;
