1-乙酰基-三-苄氧基-罗伯糖合成路线 （共 26 条）
反应条件
1: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 12 h / Ambient temperature 2: 82 percent / NH3 / methanol / 16 h / 95 °C View Scheme
参考文献
Sanghvi, Yogesh S.; Bhattacharya, Birendra K.; Kini, Ganesh D.; Matsumoto, Steven S.; Larson, Steven B.; et al.
Journal of Medicinal Chemistry, 1990 , vol. 33, # 1 p. 336 - 344
反应条件
1: 14.36 g / trimethylsilyl chloride, hexamethyldisilazane, trifluoromethanesulfonic acid / acetonitrile / 1 h / Heating
2: sodium methoxide / methanol / Ambient temperature; overnight
3: acetonitrile / 2 h / Heating
View Scheme
参考文献
Mansuri; Starrett Jr.; Wos; Tortolani; Brodfuehrer; Howell; Martin
Journal of Organic Chemistry, 1989 , vol. 54, # 20 p. 4780 - 4785
反应条件
1: 62.5 percent / nitromethane / 18 h / Ambient temperature
2: 90 percent / NH3/MeOH / 24 h / Ambient temperature
3: 80 percent / pyridine / 20 h / Ambient temperature
4: 55 percent / KMnO4 / aq. acetic acid / 3 h / 0 °C
5: 87 percent / methanol / 2 h / Heating
View Scheme
参考文献
Ojha; Gulati; Seth; Bhakuni; Pratap; Agarwal
Nucleosides and Nucleotides, 1995 , vol. 14, # 9-10 p. 1889 - 1900
反应条件
1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.33 h / 20 °C
1.2: 3 h / 80 - 85 °C
2.1: ammonia / methanol
3.1: ammonia / 110 °C
4.1: hydroxylamine / ethanol / |Reflux
5.1: sodium hydroxide / methanol / 3 h / 160 - 180 °C
6.1: ammonium hydroxide / 20 °C
7.1: dihydrogen peroxide / 0 °C
8.1: ammonia / 3 h / 0 - 120 °C
View Scheme
参考文献
Zhou, Longhu; Amblard, Franck; Zhang, Hongwang; McBrayer, Tamara R.; Detorio, Mervi A.; Whitaker, Tony; Coats, Steven J.; Schinazi, Raymond F.
Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 11 p. 3385 - 3388
反应条件
1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.33 h / 20 °C
1.2: 3 h / 80 - 85 °C
2.1: ammonia / methanol
3.1: ammonia / 110 °C
4.1: 2 h / |Reflux
5.1: ammonia / methanol / 24 h / 20 °C
5.2: 30 h / 20 °C
View Scheme
参考文献
Zhou, Longhu; Amblard, Franck; Zhang, Hongwang; McBrayer, Tamara R.; Detorio, Mervi A.; Whitaker, Tony; Coats, Steven J.; Schinazi, Raymond F.
Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 11 p. 3385 - 3388
反应条件
1: 52 percent / BF3*Et2O / nitrobenzene / 0.25 h
2: 71 percent / NH3(liquid), NH4Cl / 18 h / 90 - 100 °C
View Scheme
参考文献
Cottam; Petrie; McKernan; Goebel; Dalley; Davidson; Robins; Revankar
Journal of Medicinal Chemistry, 1984 , vol. 27, # 9 p. 1119 - 1127
