1,3,4,6-四-O-乙酰基-2-叠氮-2-脱氧-Β-D-吡喃葡萄糖合成路线 (共 16 条)
反应条件
sodium azide in N,N-dimethyl-formamide
0.75 h; Ambient temperatureor lithium azide;
参考文献
Pavliak, Viliam; Kovac, Pavol
Carbohydrate Research, 1991 , vol. 210, p. 333 - 337
反应条件
in acetic acid
T=100°C; 1 h;
参考文献
Saxon, Eliana; Luchansky, Sarah J.; Hang, Howard C.; Yu, Chong; Lee, Sandy C.; Bertozzi, Carolyn R.
Journal of the American Chemical Society, 2002 , vol. 124, # 50 p. 14893 - 14902
反应条件
in N,N-dimethyl-formamide
参考文献
The Trustees of Princeton University
Patent: US6040433 A1, 2000 ;
反应条件
1: 3,4,6-tri-O-acetyl-D-glucal With sodium azide; ammonium cerium(IV) nitrate in acetonitrile
T=20°C; 24 h;
2: sodium acetate With acetic acid
T=100°C; 2 h;
参考文献
Zhang, Gui-Sheng; Chen, Jie; Min, Ji-Mei; Zhang, Li-He
Helvetica Chimica Acta, 2003 , vol. 86, # 6 p. 2073 - 2081
反应条件
1: pyridine / CH2Cl2
2: NaN3 / dimethylformamide
View Scheme
参考文献
Metaferia, Belhu B.; Ray, Satyajit; Smith, Jeremy A.; Bewley, Carole A.
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 2 p. 444 - 447
反应条件
1: K2CO3 / dimethylformamide
2: N2O4, NaOAc / CH2Cl2 / 0.08 h
3: 75 percent / Zn, AcOH
4: H2, toluene-p-sulphonic acid / 10percentPd-C / ethanol
5: 1.) Ac2O, pyridine; 2.) isoamyl nitrite, water / 2.) THF, reflux, 16 h
View Scheme
参考文献
Dasgupta, Falguni; Garegg, Per J.
Journal of the Chemical Society, Chemical Communications, 1989 , # 21 p. 1640 - 1641
反应条件
pyridine; 4-(N,N-dimethlyamino)pyridine
T=20°C; 12 h;
参考文献
Orgueira, Hernan A.; Bartolozzi, Alessandra; Schell, Peter; Litjens, Remy E. J. N.; Palmacci, Emma R.; Seeberger, Peter H.
Chemistry - A European Journal, 2003 , vol. 9, # 1 p. 140 - 169
反应条件
1: TfN3; aq. CuSO4; K2CO3 / methanol / 24 h / 20 °C
2: 23.8 g / DMAP; pyridine / 12 h / 20 °C
View Scheme
参考文献
Orgueira, Hernan A.; Bartolozzi, Alessandra; Schell, Peter; Litjens, Remy E. J. N.; Palmacci, Emma R.; Seeberger, Peter H.
Chemistry - A European Journal, 2003 , vol. 9, # 1 p. 140 - 169
反应条件
1: N2O4, NaOAc / CH2Cl2 / 0.08 h
2: 75 percent / Zn, AcOH
3: H2, toluene-p-sulphonic acid / 10percentPd-C / ethanol
4: 1.) Ac2O, pyridine; 2.) isoamyl nitrite, water / 2.) THF, reflux, 16 h
View Scheme
参考文献
Dasgupta, Falguni; Garegg, Per J.
Journal of the Chemical Society, Chemical Communications, 1989 , # 21 p. 1640 - 1641
反应条件
1: 75 percent / Zn, AcOH
2: H2, toluene-p-sulphonic acid / 10percentPd-C / ethanol
3: 1.) Ac2O, pyridine; 2.) isoamyl nitrite, water / 2.) THF, reflux, 16 h
View Scheme
参考文献
Dasgupta, Falguni; Garegg, Per J.
Journal of the Chemical Society, Chemical Communications, 1989 , # 21 p. 1640 - 1641