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
1: H2, toluene-p-sulphonic acid / 10percentPd-C / ethanol
2: 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
azido chloride in tetrachloromethane
T=0°C; 1 h; Irradiationother halogen-azide, in other solvents under irradiation or in the dark, various time and temperature; Product distribution;
参考文献
Bovin, Nicolai V.; Zurabyan, Sergei E.; Khorlin, Anatoly Y.
Carbohydrate Research, 1981 , vol. 98, p. 25 - 36
反应条件
1: 1) glacial AcOH, Ac2O, 30percent HBr/AcOH, 2) 2,4,6-trimethylpyridine / 1) 0 deg C to r.t., 4 h, 2) 14 h, r.t.
2: 32.4 percent / 1N aq. HCl / acetone / 0.08 h / 20 °C
3: 97.5 percent / pyridine / CH2Cl2 / -15 deg C to 5 deg C
4: 77 percent / NaN3 / dimethylformamide / 0.67 h
View Scheme
参考文献
Pozsgay; Glaudemans; Robbins; Schneerson
Tetrahedron, 1992 , vol. 48, # 47 p. 10249 - 10264
反应条件
1: 32.4 percent / 1N aq. HCl / acetone / 0.08 h / 20 °C
2: 97.5 percent / pyridine / CH2Cl2 / -15 deg C to 5 deg C
3: 77 percent / NaN3 / dimethylformamide / 0.67 h
View Scheme
参考文献
Pozsgay; Glaudemans; Robbins; Schneerson
Tetrahedron, 1992 , vol. 48, # 47 p. 10249 - 10264
反应条件
[Au(PPh3)]NTf2
T=25°C; 2 h; Overall yield = 36 percent;
参考文献
Tang, Yu; Li, Jiakun; Zhu, Yugen; Li, Yao; Yu, Biao
Journal of the American Chemical Society, 2013 , vol. 135, # 49 p. 18396 - 18405
反应条件
pyridine; water; acetic anhydride; isopentyl nitrite
2.) THF, reflux, 16 h; Yield given. Multistep reaction;
参考文献
Dasgupta, Falguni; Garegg, Per J.
Journal of the Chemical Society, Chemical Communications, 1989 , # 21 p. 1640 - 1641