2,3,4-三-O-乙酰基-alpha-D-葡萄糖醛酸甲酯合成路线 (共 17 条)
反应条件
1: sodium methoxide / 0.5 h / Ambient temperature 2: pyridine / 24 h / Ambient temperature 3: 30percent aq. HBr / 5 h / Ambient temperature View Scheme
参考文献
Kondo, Hirosato; Aoki, Shin; Ichikawa, Yoshitaka; Halcomb, Randall L.; Ritzen, Helena; Wong, Chi-Huey
Journal of Organic Chemistry, 1994 , vol. 59, # 4 p. 864 - 877
反应条件
boron trifluoride diethyl etherate in dichloromethane T=-15 - 20°C; 16 h; Product distribution; Further Variations:Reagents;
参考文献
Pearson, Andrew G.; Kiefel, Milton J.; Ferro, Vito; Von Itzstein, Mark
Carbohydrate Research, 2005 , vol. 340, # 13 p. 2077 - 2085
参考文献
Huang, Zhangjian; Zhang, Yihua; Zhao, Li; Jing, Yongwang; Lai, Yisheng; Zhang, Luyong; Guo, Qinglong; Yuan, Shengtao; Zhang, Jianjun; Chen, Li; Peng, Sixun; Tian, Jide
Organic and Biomolecular Chemistry, 2010 , vol. 8, # 3 p. 632 - 639
反应条件
perchloric acid; sodium 1.) room temp., 4 h, 2.) room temp., 15 h; Yield given. Multistep reaction;
参考文献
Leydet, Alain; Jeantet-Segonds, Christine; Barthelemy, Philippe; Boyer, Bernard; Roque, Jean Pierre
Recueil des Travaux Chimiques des Pays-Bas-Journal of the Royal Netherlands, 1996 , vol. 115, # 10 p. 421 - 426
反应条件
triphenylphosphine; diethylazodicarboxylate in tetrahydrofuran T=20°C; Mitsunobu Displacement; 1 h; Molecular sieveCooling with ice;
参考文献
Arkivoc, , vol. 2013, # 2 p. 13 - 21
反应条件
1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 1 h / 20 °C / |Molecular sieve; |Cooling with ice
2: lithium hydroxide hydrate / water; tetrahydrofuran / 2 h / -10 - 0 °C / pH Ca. 7
View Scheme
参考文献
Lu, Fu-Chieh; Lico, Larry S.; Hung, Shang-Cheng
Arkivoc, 2012 , vol. 2013, # 2 p. 13 - 21
反应条件
1: 1α-hydroxy-2,3,4-triacetyl-α-D-glucopyranuronate methyl ester With 3 A molecular sieve; potassium carbonate in dichloromethane
T=0°C; 0.416667 h;
2: trichloroacetonitrile in dichloromethane
T=0°C; 2 h;
参考文献
Pilgrim, Wayne; Murphy, Paul V.
Journal of Organic Chemistry, 2010 , vol. 75, # 20 p. 6747 - 6755