а1,2-单甘露醇,а甲基糖苷合成路线 (共 24 条)
反应条件
1: DBU / CH2Cl2 / 0.5 h 2: 78 percent / TMSOTf / CH2Cl2 / 0.5 h / -30 °C 3: 1.) H2, 2.) NaOMe / 1.) Pd/C / 1.) EtOH, HOAc, overnight, 2.) MeOH, room temperature, overnight View Scheme
参考文献
Carbohydrate Research, , vol. 296, p. 279 - 284
反应条件
1: 78 percent / TMSOTf / CH2Cl2 / 0.5 h / -30 °C 2: 1.) H2, 2.) NaOMe / 1.) Pd/C / 1.) EtOH, HOAc, overnight, 2.) MeOH, room temperature, overnight View Scheme
参考文献
Carbohydrate Research, , vol. 296, p. 279 - 284
反应条件
1: M sodium methoxide / methanol / 2 h / Ambient temperature 2: 93 percent / H2 / 10percent palladium-on-charcoal / aq. ethanol; acetic acid / 2625.2 Torr View Scheme
参考文献
Carbohydrate Research, , vol. 152, p. 183 - 194
反应条件
1: 89.8 percent / NaOMe / methanol / 16 h / Ambient temperature 2: 82 percent / AgSO3CF3, Me2NCONMe2 / CH2Cl2 / Ambient temperature 3: 87 percent / NaOMe / methanol; tetrahydrofuran / 16 h / Ambient temperature 4: 85 mg / H2 / Pd-C / ethanol / 16 h / 25 °C View Scheme
参考文献
Tetrahedron, , vol. 37, # 16 p. 2779 - 2786
反应条件
1: 82 percent / AgSO3CF3, Me2NCONMe2 / CH2Cl2 / Ambient temperature 2: 87 percent / NaOMe / methanol; tetrahydrofuran / 16 h / Ambient temperature 3: 85 mg / H2 / Pd-C / ethanol / 16 h / 25 °C View Scheme
参考文献
Tetrahedron, , vol. 37, # 16 p. 2779 - 2786
反应条件
1: HBr / diethyl ether / Ambient temperature 2: 1) molecular sieves 4 Angstroem, Ag-triflate / 1) CH2Cl2, -78 deg C, 0.5h, 2a) -78 deg C, 1h, 2b) -78 deg C to RT, 12h 3: NaOMe / methanol / Ambient temperature 4: H2 / 5percent Pd-C / methanol / 760 Torr / 5-6h View Scheme
参考文献
Liebigs Annalen der Chemie, , # 2 p. 135 - 141
反应条件
methanol; sodium methylate in tetrahydrofuran T=20°C;
参考文献
Fairweather, Jon K.; Hammond, Edward; Johnstone, Ken D.; Ferro, Vito
Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 2 p. 699 - 709
反应条件
1: 1) molecular sieves 4 Angstroem, Ag-triflate, 2) Br2 / 1) CH2Cl2, -78 deg C, 1h, 2a) -78 deg C, 1h, 2b) -78 deg C to RT, 12h 2: NaOMe / methanol / Ambient temperature 3: H2 / 5percent Pd-C / methanol / 760 Torr / 5-6h View Scheme
参考文献
Liebigs Annalen der Chemie, , # 2 p. 135 - 141
反应条件
1: 1) molecular sieves 4 Angstroem, Ag-triflate / 1) CH2Cl2, -78 deg C, 0.5h, 2a) -78 deg C, 1h, 2b) -78 deg C to RT, 12h 2: NaOMe / methanol / Ambient temperature 3: H2 / 5percent Pd-C / methanol / 760 Torr / 5-6h View Scheme
参考文献
Liebigs Annalen der Chemie, , # 2 p. 135 - 141
反应条件
hydrogen; sodium methylate; palladium on activated charcoal 1.) EtOH, HOAc, overnight, 2.) MeOH, room temperature, overnight; Yield given. Multistep reaction;
参考文献
Carbohydrate Research, , vol. 296, p. 279 - 284