1,2,3,4,6-alpha-D-葡萄糖五乙酸酯合成路线 （共 153 条）
反应条件
1: acetic anhydride; hydrogen bromide; acetic acid / dichloromethane / 20 °C 2: acetone / |Reflux View Scheme
参考文献
Nakamura, Motomi; Tsutsumi, Mayuka; Ishikawa, Yoshiaki; Umemiya, Haruka; Izawa, Kazumi; Abe, Haruka; Togashi, Yosuke; Kinone, Tatsuya; Sekiguchi, Sho; Igumi, Mihiro; Ide, Kanako; Hasegawa, Teruaki; Hasegawa, Toki
Tetrahedron, 2013 , vol. 69, # 14 p. 3019 - 3026
反应条件
hydrogen bromide; acetic acid T=20°C; Product distribution / selectivity;
参考文献
Gaitonde, Vishwanath; Sucheck, Steven J.
Journal of Carbohydrate Chemistry, 2012 , vol. 31, # 4-6 p. 353 - 370
反应条件
1.1: morpholine / dichloromethane / 20 °C / Inert atmosphere 2.1: dichloromethane / 1 h / 0 °C / Inert atmosphere 2.2: 0.5 h / 0 °C / Inert atmosphere 3.1: boron trifluoride dimethyl etherate / dichloromethane / 20 °C / Inert atmosphere View Scheme
参考文献
Touisni, Nadia; Maresca, Alfonso; McDonald, Paul C.; Lou, Yuanmei; Scozzafava, Andrea; Dedhar, Shoukat; Winum, Jean-Yves; Supuran, Claudiu T.
Journal of Medicinal Chemistry, 2011 , vol. 54, # 24 p. 8271 - 8277
反应条件
1.1: boron trifluoride diethyl etherate 2.1: sodium methylate 3.1: sodium hydride / N,N-dimethyl-formamide 4.1: bis-(phenyl)-sulfoxide; 2,4,6-tri-tert-butylpyrimidine; trifluoromethylsulfonic anhydride / dichloromethane / 0.25 h / -40 °C / |Inert atmosphere 4.2: 3 h / -40 - 20 °C / |Inert atmosphere 4.3: 0.25 h / 20 °C / |Inert atmosphere View Scheme
参考文献
Buda, Szymon; Golebiowska, Patrycja; Mlynarski, Jacek
European Journal of Organic Chemistry, 2013 , # 19 p. 3988 - 3991
反应条件
1: 89 percent / HBr / CH2Cl2; acetic acid / 3 h / 0 °C 2: 79 percent / HgO (yellow), HgBr2, drierite / CH2Cl2 / 16 h / Ambient temperature 3: 89 percent / 0.02 M NaOCH3 / methanol / 12 h / Ambient temperature 4: 75 percent / zinc chloride / 48 h 5: 1) KOH / 1.) DMF, cooling 2.) up to r.t., 3 h View Scheme
参考文献
Sen, Asish K.; Banerji, Nilima
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1989 , vol. 28, # 1-11 p. 818 - 823
反应条件
1: 93 percent / hydrazine acetate / dimethylformamide / 0.67 h / 60 °C 2: 76 percent / DBU / CH2Cl2 / 0.5 h / 20 °C View Scheme
参考文献
Koketsu, Mamoru; Kuwahara, Motoaki; Sakurai, Hisako; Ishihara, Hideharu
Synthetic Communications, 2004 , vol. 34, # 2 p. 239 - 245
反应条件
caesium carbonate; acetic acid; hydrazine in dichloromethane; N,N-dimethyl-formamide T=20 - 50°C; imidation; 0.5 h; Product distribution; Further Variations:ReagentsSolventsTemperaturestime;
参考文献
Dumont-Hornebeck, Beatrice; Joly, Jean-Pierre; Coulon, Joel; Chapleur, Yves
Carbohydrate Research, 1999 , vol. 320, # 3-4 p. 147 - 160
反应条件
1: 94 percent 2: aqueous sodium hydroxide / 100 °C View Scheme
参考文献
Shibagaki, Makoto; Takahashi, Kyoko; Kuno, Hideyuki; Honda, Ichiro; Matsushita, Hajime
Chemistry Letters, 1990 , # 2 p. 306 - 310
反应条件
iodine; 1,1,1,3,3,3-hexamethyl-disilazane in dichloromethane 1.5 h; Ambient temperature;
参考文献
Kartha, K. P. Ravindranathan; Field, Robert A.
Journal of Carbohydrate Chemistry, 1998 , vol. 17, # 4-5 p. 693 - 702
反应条件
iodine in acetonitrile 96 h; Ambient temperatureother solvent, reaction time, reagents ratio; Product distribution;
参考文献
Kartha, K. P. Ravindranathan; Field, Robert A.
Journal of Carbohydrate Chemistry, 1998 , vol. 17, # 4-5 p. 693 - 702
