(2R,3S,4S,5S,6R)-2-[(2R,3S,4S,5R,6R)-3,5-二羟基-2-辛氧基-6-[[(2S,3S,4S,5S,6R)-3,4,5-三羟基-6-(羟基甲基)四氢吡喃-2-基]氧基甲基]四氢吡喃-4-基]氧基-6-(羟基甲基)四氢吡喃-3,4,5-三醇合成路线 (共 14 条)
→
140147-36-0(2R,3S,4S,5S,6R)-2-[(2R,3S,4S,5R,6R)-3,5-二羟基-2-辛氧基-6-[[(2S,3S,4S,5S,6R)-3,4,5-三羟基-6-(羟基甲基)四氢吡喃-2-基]氧基甲基]四氢吡喃-4-基]氧基-6-(羟基甲基)四氢吡喃-3,4,5-三醇
反应条件
1: 96 percent / NaOMe / methanol; CH2Cl2 / 4.5 h 2: 1.) molecular sieves 4A, 2.) mercury(II) bromide / 1.) CH2Cl2, 15 min, 2.) CH2Cl2, room temperature, 24 h 3: 53 percent / pyridine / 8 h / Ambient temperature 4: 86 percent / hydrogen, acetic acid / palladium-carbon / ethanol / 2 h / Ambient temperature 5: 1.) molecular sieves 4A, 2.) trimethylsilyl triflate / 1.) CH2Cl2, room temperature, 30 min, 2.) CH2Cl2, room temperature, 45 min 6: 84 percent / sodium methoxide / methanol / 48 h / Heating View Scheme
参考文献
Carbohydrate Research, , vol. 305, # 2 p. 293 - 303
→
140147-36-0(2R,3S,4S,5S,6R)-2-[(2R,3S,4S,5R,6R)-3,5-二羟基-2-辛氧基-6-[[(2S,3S,4S,5S,6R)-3,4,5-三羟基-6-(羟基甲基)四氢吡喃-2-基]氧基甲基]四氢吡喃-4-基]氧基-6-(羟基甲基)四氢吡喃-3,4,5-三醇
反应条件
1: 53 percent / pyridine / 8 h / Ambient temperature 2: 86 percent / hydrogen, acetic acid / palladium-carbon / ethanol / 2 h / Ambient temperature 3: 1.) molecular sieves 4A, 2.) trimethylsilyl triflate / 1.) CH2Cl2, room temperature, 30 min, 2.) CH2Cl2, room temperature, 45 min 4: 84 percent / sodium methoxide / methanol / 48 h / Heating View Scheme
参考文献
Carbohydrate Research, , vol. 305, # 2 p. 293 - 303
→
140147-36-0(2R,3S,4S,5S,6R)-2-[(2R,3S,4S,5R,6R)-3,5-二羟基-2-辛氧基-6-[[(2S,3S,4S,5S,6R)-3,4,5-三羟基-6-(羟基甲基)四氢吡喃-2-基]氧基甲基]四氢吡喃-4-基]氧基-6-(羟基甲基)四氢吡喃-3,4,5-三醇
反应条件
1: 86 percent / hydrogen, acetic acid / palladium-carbon / ethanol / 2 h / Ambient temperature 2: 1.) molecular sieves 4A, 2.) trimethylsilyl triflate / 1.) CH2Cl2, room temperature, 30 min, 2.) CH2Cl2, room temperature, 45 min 3: 84 percent / sodium methoxide / methanol / 48 h / Heating View Scheme
参考文献
Carbohydrate Research, , vol. 305, # 2 p. 293 - 303
→
140147-36-0(2R,3S,4S,5S,6R)-2-[(2R,3S,4S,5R,6R)-3,5-二羟基-2-辛氧基-6-[[(2S,3S,4S,5S,6R)-3,4,5-三羟基-6-(羟基甲基)四氢吡喃-2-基]氧基甲基]四氢吡喃-4-基]氧基-6-(羟基甲基)四氢吡喃-3,4,5-三醇
反应条件
1: 1.) molecular sieves 4A, 2.) trimethylsilyl triflate / 1.) CH2Cl2, room temperature, 30 min, 2.) CH2Cl2, room temperature, 45 min 2: 84 percent / sodium methoxide / methanol / 48 h / Heating View Scheme
参考文献
Carbohydrate Research, , vol. 305, # 2 p. 293 - 303