1,4-脱水-2-脱氧-3,5-二-O-[二甲基(2-甲基-2-丙基)硅烷基]-D-赤式-戊-1-烯糖合成路线 (共 9 条)
反应条件
methanesulfonyl chloride; triethylamine in dichloromethane T=-60 - 45°C; 19 h;
参考文献
Joubert, Nicolas; Pohl, Radek; Klepetarova, Blanka; Hocek, Michal
Journal of Organic Chemistry, 2007 , vol. 72, # 18 p. 6797 - 6805
反应条件
ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane 4 h; Heating;
参考文献
Cameron, Melissa A.; Cush, Sarah B.; Hammer, Robert P.
Journal of Organic Chemistry, 1997 , vol. 62, # 26 p. 9065 - 9069
反应条件
1: 95 percent / DIBAL-H / diethyl ether / 0.67 h / -70 °C 2: 65 percent / triethylamine; methanesulfonyl chloride / CH2Cl2 / 19 h / -60 - 45 °C View Scheme
参考文献
Walker II; Chen; Wise; Townsend
Journal of Organic Chemistry, 1996 , vol. 61, # 6 p. 2219 - 2221
反应条件
1.1: imidazole / CH2Cl2 / 0.5 h / 0 °C 1.2: CH2Cl2 / 25 °C 2.1: 21.5 g / DIBAL-H / toluene; diethyl ether / 3.5 h / -78 °C 3.1: Et3N / CH2Cl2 / 4 h / -78 - -10 °C 4.1: CH2Cl2 / 15 h / Heating View Scheme
参考文献
Walker II; Chen; Wise; Townsend
Journal of Organic Chemistry, 1996 , vol. 61, # 6 p. 2219 - 2221
反应条件
1: imidazole / dimethylformamide 2: 69 percent / HMDS, (NH4)2SO4 / 4 h / Heating View Scheme
参考文献
Walker II; Chen; Wise; Townsend
Journal of Organic Chemistry, 1996 , vol. 61, # 6 p. 2219 - 2221
反应条件
2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate in dichloromethane T=0°C; 0.166667 h; Inert atmosphere;
参考文献
Minuth, Marco; Richert, Clemens
Angewandte Chemie - International Edition, 2013 , vol. 52, # 41 p. 10874 - 10877
Angew. Chem., 2013 , vol. 125, # 41 p. 11074 - 11077,4
反应条件
1: imidazole / dimethylformamide 2: 69 percent / HMDS, (NH4)2SO4 / 4 h / Heating View Scheme
参考文献
Cameron, Melissa A.; Cush, Sarah B.; Hammer, Robert P.
Journal of Organic Chemistry, 1997 , vol. 62, # 26 p. 9065 - 9069
反应条件
1.1: aq. Br2 / 120 h / 25 °C 2.1: imidazole / CH2Cl2 / 0.5 h / 0 °C 2.2: CH2Cl2 / 25 °C 3.1: 21.5 g / DIBAL-H / toluene; diethyl ether / 3.5 h / -78 °C 4.1: Et3N / CH2Cl2 / 4 h / -78 - -10 °C 5.1: CH2Cl2 / 15 h / Heating View Scheme
参考文献
Minuth, Marco; Richert, Clemens
Angewandte Chemie - International Edition, 2013 , vol. 52, # 41 p. 10874 - 10877
Angew. Chem., 2013 , vol. 125, # 41 p. 11074 - 11077,4
反应条件
in o-xylene 72 h; Thermolysis; Kinetics;
参考文献
Chatgilialoglu, Chryssostomos; Vrantza, Despoina; Gimisis, Thanasis
Tetrahedron Letters, 2004 , vol. 45, # 23 p. 4515 - 4517