甲基 3-O-alpha-D-甘露糖基-alpha-D-吡喃甘露糖苷合成路线 (共 28 条)
反应条件
1: mercuric bromide, mercuric cyanide, 4A molecular sieves / acetonitrile / Ambient temperature; 6h then overnight 2: M sodium methoxide / methanol / 2 h / Ambient temperature 3: 92 percent / hydrogen / 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: M sodium methoxide / methanol / 2 h / Ambient temperature 2: 92 percent / hydrogen / 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: 87.5 percent / pyridine / 32 h / 20 °C 2: 67.7 percent / AgSO3CF3, Me2NCONMe2 / CH2Cl2 / 22 h / 20 °C / 6 added in two portions. Two-thirds: -10 to -15 deg C, 20 deg C, 6 h; the rest: -10 to -15 deg C, 20 deg C, 16 h 3: 79.1 percent / NaOMe / methanol / 16 h / 20 °C 4: 87.2 percent / H2 / 10percent Pd/C / ethanol / 1) 45 deg C, 3 h; 2) 25 deg C, 16 h View Scheme
参考文献
Carbohydrate Research, , vol. 93, p. 53 - 66
反应条件
1: 67.7 percent / AgSO3CF3, Me2NCONMe2 / CH2Cl2 / 22 h / 20 °C / 6 added in two portions. Two-thirds: -10 to -15 deg C, 20 deg C, 6 h; the rest: -10 to -15 deg C, 20 deg C, 16 h 2: 79.1 percent / NaOMe / methanol / 16 h / 20 °C 3: 87.2 percent / H2 / 10percent Pd/C / ethanol / 1) 45 deg C, 3 h; 2) 25 deg C, 16 h View Scheme
参考文献
Carbohydrate Research, , vol. 93, p. 53 - 66
反应条件
1: 79.1 percent / NaOMe / methanol / 16 h / 20 °C 2: 87.2 percent / H2 / 10percent Pd/C / ethanol / 1) 45 deg C, 3 h; 2) 25 deg C, 16 h View Scheme
参考文献
Carbohydrate Research, , vol. 93, p. 53 - 66
反应条件
1: bromotrimethylsilane / CH2Cl2 / 2 h / Heating 2: 90 percent / mercuric bromide, mercuric cyanide, 4A molecular sieves / acetonitrile / 1 h / Ambient temperature 3: 78 percent / 60 percent acetic acid / H2O / 0.5 h / 80 °C / Heating 4: 1.) glacial acetic acid, sodium acetate; 2.) methanol / 1.) 10 percent palladium-on-charcoal; 2.) 2 M sodium methoxide / 1.) ethanol, water, heating for 17 h at 75 deg C; 2.) 20 min View Scheme
参考文献
Carbohydrate research, , vol. 103, # 1 p. 15 - 28
反应条件
1: 78 percent / 60 percent acetic acid / H2O / 0.5 h / 80 °C / Heating 2: 1.) glacial acetic acid, sodium acetate; 2.) methanol / 1.) 10 percent palladium-on-charcoal; 2.) 2 M sodium methoxide / 1.) ethanol, water, heating for 17 h at 75 deg C; 2.) 20 min View Scheme
参考文献
Carbohydrate research, , vol. 103, # 1 p. 15 - 28
反应条件
1: 90 percent / mercuric bromide, mercuric cyanide, 4A molecular sieves / acetonitrile / 1 h / Ambient temperature 2: 78 percent / 60 percent acetic acid / H2O / 0.5 h / 80 °C / Heating 3: 1.) glacial acetic acid, sodium acetate; 2.) methanol / 1.) 10 percent palladium-on-charcoal; 2.) 2 M sodium methoxide / 1.) ethanol, water, heating for 17 h at 75 deg C; 2.) 20 min View Scheme
参考文献
Carbohydrate research, , vol. 103, # 1 p. 15 - 28
反应条件
sodium methylate in methanol T=20°C; Zemplen deacylation; 0.5 h; Title compound not separated from byproducts;
参考文献
Carbohydrate Research, , vol. 330, # 2 p. 183 - 190
反应条件
1: 81 percent / 4 Angstroem molecular sieves, silver triflate / CH2Cl2; toluene / 0.67 h / -40 °C 2: HOAc, H2 / Pd-C / ethanol 3: 79 percent / NaOMe / Ambient temperature View Scheme
参考文献
Journal of Carbohydrate Chemistry, , vol. 17, # 3 p. 417 - 437