3-O-苄基-1,2:5,6-O-双异丙叉-α-D-呋喃葡萄糖合成路线 (共 35 条)
反应条件
1: 89 percent / aq. AcOH / 12 h / 20 °C 2: 89 percent / imidazole / CH2Cl2 / 1.5 h / 0 °C 3: 90 percent / Et3N / CH2Cl2 / 1 h / cooling 4: 55 percent / NaN3 / dimethylformamide / 20 h / 120 °C 5: 80 percent / Bu4NF / tetrahydrofuran / 24 h / 20 °C 6: 68 percent / aq. PPh3 / tetrahydrofuran / 24 h / 20 °C 7: 62 percent / NaHCO3 / methanol / 3 h / 20 °C 8: 89 percent / aq. TFA / 5 h / 20 °C 9: 45 percent / H2 / Pd/C / methanol / 24 h 10: H2 / Pd(OH)2/C / methanol / 24 h View Scheme
参考文献
Roy, Ashim; Achari, Basudeb; Mandal, Sukhendu B.
Synthesis, 2006 , # 6 p. 1035 - 1039
反应条件
hydrogen; palladium on activated charcoal in various solvent(s) T=20°C; P=760 Torr; 10 h;
参考文献
Chandrasekhar; Shyamsunder; Chandrashekar; Narsihmulu
Synlett, 2004 , # 3 p. 522 - 524
反应条件
formic acid; palladium on activated charcoal in methanol Product distribution;
参考文献
Rao, Vanga S.; Perlin, Arthur S.
Carbohydrate Research, 1980 , vol. 83, p. 175 - 177
反应条件
acetic acid T=70°C; 3 h;
参考文献
Arun; Joshi; Puranik; Bhawal; Deshmukh
Tetrahedron, 2003 , vol. 59, # 13 p. 2309 - 2316
反应条件
1: aq. acetic acid / 22 h 2: sodium periodate / tetrahydrofuran; H2O / 2 h / 0 °C 3: 30.39 g / NaOH / dioxane; H2O / 42 h / 20 °C View Scheme
参考文献
Hrdlicka, Patrick J.; Andersen, Nicolai K.; Jepsen, Jan S.; Hansen, Flemming G.; Haselmann, Kim F.; Nielsen, Claus; Wengel, Jesper
Bioorganic and Medicinal Chemistry, 2005 , vol. 13, # 7 p. 2597 - 2621
反应条件
1.1: AcOH / H2O / 2 h / 90 °C 1.2: H2SO4 / H2O / 2 h / 90 °C 2.1: sodium acetate / 6 h / 110 °C View Scheme
参考文献
Takeo, Kenichi; Kitamura, Shinichi; Murata, Yoshihiro
Carbohydrate Research, 1992 , vol. 224, p. 111 - 122
反应条件
pyridine; Amberlite IR-120 (H+ form); acetic acid 1.) 80 deg C, 3 h, 2.) RT, 16 h; Yield given. Multistep reaction;
参考文献
Saito; Nagase; Kawase; Nagamura
European Journal of Medicinal Chemistry, 1996 , vol. 31, # 7-8 p. 557 - 574
反应条件
in water T=70°C; 12 h; DOWEX 50WX8-400 resin;
参考文献
Xue, Xiaochao; Yin, Zhaojun; Meng, Xiangbao; Li, Zhongjun
Journal of Organic Chemistry, 2013 , vol. 78, # 18 p. 9354 - 9365
反应条件
1.1: AcOH / H2O / 2 h / 90 °C 1.2: H2SO4 / H2O / 2 h / 90 °C 2.1: sodium acetate / 6 h / 110 °C View Scheme
参考文献
Synthetic Communications, , vol. 34, # 2 p. 239 - 245
反应条件
pyridine; Amberlite IR-120 (H+ form); acetic acid 1.) 80 deg C, 3 h, 2.) RT, 16 h; Yield given. Multistep reaction;
参考文献
European Journal of Medicinal Chemistry, , vol. 31, # 7-8 p. 557 - 574