5-O-烯丙基-2,3,4-三-O-苄基-D-核糖醇合成路线 (共 19 条)
反应条件
1: 1.) hydrochloric acid; 2.) pyridine / 1.) 24 h, room temperature; 2.) acetonitrile, 0 deg C 45 min and 0 deg C 1 h 2: LiAlH4, tetrakis(triphenylphosphine)palladium / dioxane / 0.25 h 3: 80 percent / sodium borohydride / tetrahydrofuran / 55 °C / 2.) methanol 45 min and 1h 4: acetic acid; H2O / 4 h / 50 °C 5: pyridine / Ambient temperature 6: 86 percent / 1.) sodium hydride / dimethylformamide / 1.) 0 deg C 30 min; 2.) 0 deg C 30 min; 3.) room temperature overnight 7: 90 percent / acetic acid; H2O / 1.5 h / 80 °C View Scheme
参考文献
Recueil des Travaux Chimiques des Pays-Bas, , vol. 106, # 9 p. 498 - 504
反应条件
1: 100 percent / aqueous 50percent trifluoroacetic acide / H2O; methanol / 8 h / Heating 2: 58 percent / pulverized potassium hydroxide / dimethylsulfoxide / Ambient temperature 3: 86 percent / 2M hydrochloric acid / dioxane / 8 h / Heating 4: 95 percent / sodium borohydride / ethanol / 2 h / Ambient temperature 5: 19 percent / aqueous 5percent sodium hydroxide, tetrabutylammonium bromide / CH2Cl2 / 16 h / Heating View Scheme
参考文献
Carbohydrate research, , vol. 175, # 2 p. 215 - 226
反应条件
1: 87 percent / aqueous 50percent sodium hydroxide, tetrabutylammonium bromide / H2O / 6 h 2: 100 percent / aqueous 50percent trifluoroacetic acide / H2O; methanol / 8 h / Heating 3: 58 percent / pulverized potassium hydroxide / dimethylsulfoxide / Ambient temperature 4: 86 percent / 2M hydrochloric acid / dioxane / 8 h / Heating 5: 95 percent / sodium borohydride / ethanol / 2 h / Ambient temperature 6: 19 percent / aqueous 5percent sodium hydroxide, tetrabutylammonium bromide / CH2Cl2 / 16 h / Heating View Scheme
参考文献
Carbohydrate research, , vol. 175, # 2 p. 215 - 226
反应条件
1: 58 percent / pulverized potassium hydroxide / dimethylsulfoxide / Ambient temperature 2: 86 percent / 2M hydrochloric acid / dioxane / 8 h / Heating 3: 95 percent / sodium borohydride / ethanol / 2 h / Ambient temperature 4: 19 percent / aqueous 5percent sodium hydroxide, tetrabutylammonium bromide / CH2Cl2 / 16 h / Heating View Scheme
参考文献
Carbohydrate research, , vol. 175, # 2 p. 215 - 226
反应条件
1: 95 percent / sodium borohydride / ethanol / 2 h / Ambient temperature 2: 19 percent / aqueous 5percent sodium hydroxide, tetrabutylammonium bromide / CH2Cl2 / 16 h / Heating View Scheme
参考文献
Carbohydrate research, , vol. 175, # 2 p. 215 - 226
反应条件
1: 86 percent / 2M hydrochloric acid / dioxane / 8 h / Heating 2: 95 percent / sodium borohydride / ethanol / 2 h / Ambient temperature 3: 19 percent / aqueous 5percent sodium hydroxide, tetrabutylammonium bromide / CH2Cl2 / 16 h / Heating View Scheme
参考文献
Carbohydrate research, , vol. 175, # 2 p. 215 - 226
反应条件
1: 86 percent / NaH / dimethylformamide / 1 h / 0 °C 2: 90 percent / HOAc, H2O / 1.5 h / 80 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 28, # 14 p. 1553 - 1556
反应条件
1.1: 75 percent / conc. aq. HCl / 0.5 h / 0 °C 2.1: BuSnO23 / toluene / 4 h / Heating 2.2: 68 percent / CsF / dimethylformamide / 1 h / 20 °C 3.1: NaH / dimethylformamide / 0.5 h / 0 °C 3.2: 63 percent / dimethylformamide / 3.5 h / 0 °C 4.1: 86 percent / aq. HgCl2; CaCO3 / acetonitrile / 1 h / 20 °C 5.1: 90 percent / NaBH4 / methanol; H2O / 10 h View Scheme
参考文献
Canadian Journal of Chemistry, , vol. 77, # 4 p. 481 - 494
反应条件
1.1: BuSnO23 / toluene / 4 h / Heating 1.2: 68 percent / CsF / dimethylformamide / 1 h / 20 °C 2.1: NaH / dimethylformamide / 0.5 h / 0 °C 2.2: 63 percent / dimethylformamide / 3.5 h / 0 °C 3.1: 86 percent / aq. HgCl2; CaCO3 / acetonitrile / 1 h / 20 °C 4.1: 90 percent / NaBH4 / methanol; H2O / 10 h View Scheme
参考文献
Canadian Journal of Chemistry, , vol. 77, # 4 p. 481 - 494