2,5-脱水-D-甘露醇合成路线 （共 31 条）
反应条件
1: Et3N / dimethylformamide; H2O / 18 h / 20 °C 2: 80 percent / NaBH4 / ethanol / 2 h 3: 100 percent / H2 / Pd/C / methanol / 18 h / 20 °C View Scheme
参考文献
Persky, Rachel; Albeck, Amnon
Journal of Organic Chemistry, 2000 , vol. 65, # 18 p. 5632 - 5638
反应条件
1: pyridinium p-toluenesylfonate / acetone 2: NaH / tetrahydrofuran / 0 °C 3: HgO, BF3*Et2O / tetrahydrofuran; H2O / 0.5 h 4: 7.0 g / diethyl ether / 2 h / 0 °C 5: 86 percent / AcOH / H2O / 16 h 6: H2SO4 / tetrahydrofuran / 50 °C 7: 81 percent / KBr, AcO2H, NaOAc / acetic acid / 2 h / 10 °C 8: 77 percent / H2 / Pd/C / methanol View Scheme
参考文献
Van Delft, Floris L.; Valentijn, A. Rob P.M.; Van Der Marel, Gijs A.; Van Boom, Jacques H.
Journal of Carbohydrate Chemistry, 1999 , vol. 18, # 2 p. 165 - 190
反应条件
1: 7.0 g / diethyl ether / 2 h / 0 °C 2: 86 percent / AcOH / H2O / 16 h 3: H2SO4 / tetrahydrofuran / 50 °C 4: 81 percent / KBr, AcO2H, NaOAc / acetic acid / 2 h / 10 °C 5: 77 percent / H2 / Pd/C / methanol View Scheme
参考文献
Van Delft, Floris L.; Valentijn, A. Rob P.M.; Van Der Marel, Gijs A.; Van Boom, Jacques H.
Journal of Carbohydrate Chemistry, 1999 , vol. 18, # 2 p. 165 - 190
反应条件
1: HgO, BF3*Et2O / tetrahydrofuran; H2O / 0.5 h 2: 7.0 g / diethyl ether / 2 h / 0 °C 3: 86 percent / AcOH / H2O / 16 h 4: H2SO4 / tetrahydrofuran / 50 °C 5: 81 percent / KBr, AcO2H, NaOAc / acetic acid / 2 h / 10 °C 6: 77 percent / H2 / Pd/C / methanol View Scheme
参考文献
Van Delft, Floris L.; Valentijn, A. Rob P.M.; Van Der Marel, Gijs A.; Van Boom, Jacques H.
Journal of Carbohydrate Chemistry, 1999 , vol. 18, # 2 p. 165 - 190
反应条件
1: 81 percent / KBr, AcO2H, NaOAc / acetic acid / 2 h / 10 °C 2: 77 percent / H2 / Pd/C / methanol View Scheme
参考文献
Van Delft, Floris L.; Valentijn, A. Rob P.M.; Van Der Marel, Gijs A.; Van Boom, Jacques H.
Journal of Carbohydrate Chemistry, 1999 , vol. 18, # 2 p. 165 - 190
反应条件
1: H2SO4 / tetrahydrofuran / 50 °C 2: 81 percent / KBr, AcO2H, NaOAc / acetic acid / 2 h / 10 °C 3: 77 percent / H2 / Pd/C / methanol View Scheme
参考文献
Van Delft, Floris L.; Valentijn, A. Rob P.M.; Van Der Marel, Gijs A.; Van Boom, Jacques H.
Journal of Carbohydrate Chemistry, 1999 , vol. 18, # 2 p. 165 - 190
反应条件
1: NaH / tetrahydrofuran / 0 °C 2: HgO, BF3*Et2O / tetrahydrofuran; H2O / 0.5 h 3: 7.0 g / diethyl ether / 2 h / 0 °C 4: 86 percent / AcOH / H2O / 16 h 5: H2SO4 / tetrahydrofuran / 50 °C 6: 81 percent / KBr, AcO2H, NaOAc / acetic acid / 2 h / 10 °C 7: 77 percent / H2 / Pd/C / methanol View Scheme
参考文献
Van Delft, Floris L.; Valentijn, A. Rob P.M.; Van Der Marel, Gijs A.; Van Boom, Jacques H.
Journal of Carbohydrate Chemistry, 1999 , vol. 18, # 2 p. 165 - 190
反应条件
hydrogenchloride; hydrogen; sodium nitrite; platinum on activated charcoal 1.) water, 0- -5 deg C, 3 h; 2.) methanol/ethanol, 2 d; Yield given. Multistep reaction;
参考文献
Bera et al.
Journal of the Chemical Society, 1956 , p. 4531,4533,4535
反应条件
1: NaNO2; conc. HCl / H2O / 5 h / 0 °C 2: NaBH4 / H2O / 24 h / 20 °C View Scheme
参考文献
Rao, Vanga S.; Perlin, Arthur S.
Canadian Journal of Chemistry, 1984 , vol. 62, p. 886 - 890
反应条件
1: 90 percent / benzaldehyde, acetic acid / H2O; ethanol / 5 h / 50 °C 2: 99 percent / NaBH4 / H2O / 24 h View Scheme
参考文献
Bendiak, Brad; Salayan, Mary E.; Pantoja, Mario
Journal of Organic Chemistry, 1995 , vol. 60, # 25 p. 8245 - 8256
