5-庚基苯-1,3-二醇合成路线 (共 36 条)
反应条件
boron tribromide in dichloromethane T=0 - 25°C; ether cleavage;
参考文献
Huffman, John W.; Liddle, John; Duncan Jr., Sammy G.; Yu, Shu; Martin, Billy R.; Wiley, Jenny L.
Bioorganic and Medicinal Chemistry, 1998 , vol. 6, # 12 p. 2383 - 2396
反应条件
potassium hydroxide in dimethyl sulfoxide T=115°C; 4.5 h;
参考文献
Dushin; Danishefsky
Journal of the American Chemical Society, 1992 , vol. 114, # 2 p. 655 - 659
反应条件
1: 87 percent / bis(triphenylphosphine)palladium(II) chloride, Et3N / dimethylformamide / 12 h / 90 °C 2: 100 percent / H2 / Pd(OH)2 / ethanol / 12 h / 760 Torr 3: 99 percent / 48percent aq. KOH / dimethylsulfoxide / 4.5 h / 115 °C View Scheme
参考文献
Dushin; Danishefsky
Journal of the American Chemical Society, 1992 , vol. 114, # 2 p. 655 - 659
反应条件
1: 34 percent / trifluoroacetic anhydride / trifluoroacetic acid / 24 h / Ambient temperature 2: 92 percent / triphenylphosphine, DIAD / tetrahydrofuran / 2 h / 0 - 20 °C 3: 85 percent / pyridine / 12 h / 0 °C 4: 87 percent / bis(triphenylphosphine)palladium(II) chloride, Et3N / dimethylformamide / 12 h / 90 °C 5: 100 percent / H2 / Pd(OH)2 / ethanol / 12 h / 760 Torr 6: 99 percent / 48percent aq. KOH / dimethylsulfoxide / 4.5 h / 115 °C View Scheme
参考文献
Dushin; Danishefsky
Journal of the American Chemical Society, 1992 , vol. 114, # 2 p. 655 - 659
反应条件
1: 92 percent / triphenylphosphine, DIAD / tetrahydrofuran / 2 h / 0 - 20 °C 2: 85 percent / pyridine / 12 h / 0 °C 3: 87 percent / bis(triphenylphosphine)palladium(II) chloride, Et3N / dimethylformamide / 12 h / 90 °C 4: 100 percent / H2 / Pd(OH)2 / ethanol / 12 h / 760 Torr 5: 99 percent / 48percent aq. KOH / dimethylsulfoxide / 4.5 h / 115 °C View Scheme
参考文献
Dushin; Danishefsky
Journal of the American Chemical Society, 1992 , vol. 114, # 2 p. 655 - 659
反应条件
1: 85 percent / pyridine / 12 h / 0 °C 2: 87 percent / bis(triphenylphosphine)palladium(II) chloride, Et3N / dimethylformamide / 12 h / 90 °C 3: 100 percent / H2 / Pd(OH)2 / ethanol / 12 h / 760 Torr 4: 99 percent / 48percent aq. KOH / dimethylsulfoxide / 4.5 h / 115 °C View Scheme
参考文献
Dushin; Danishefsky
Journal of the American Chemical Society, 1992 , vol. 114, # 2 p. 655 - 659
反应条件
1: 100 percent / H2 / Pd(OH)2 / ethanol / 12 h / 760 Torr 2: 99 percent / 48percent aq. KOH / dimethylsulfoxide / 4.5 h / 115 °C View Scheme
参考文献
Dushin; Danishefsky
Journal of the American Chemical Society, 1992 , vol. 114, # 2 p. 655 - 659
反应条件
1: 87 percent / bis(triphenylphosphine)palladium(II) chloride, Et3N / dimethylformamide / 12 h / 90 °C 2: 100 percent / H2 / Pd(OH)2 / ethanol / 12 h / 760 Torr 3: 99 percent / 48percent aq. KOH / dimethylsulfoxide / 4.5 h / 115 °C View Scheme
参考文献
Dushin; Danishefsky
Journal of the American Chemical Society, 1992 , vol. 114, # 2 p. 655 - 659
反应条件
1: 95 percent / H2 / Pd/C / ethyl acetate / 20 °C 2: 91 percent / BBr3 / CH2Cl2 / -78 - 0 °C View Scheme
参考文献
Papahatjis, Demetris P.; Nahmias, Victoria R.; Nikas, Spyros P.; Andreou, Thanos; Alapafuja, Shakiru O.; Tsotinis, Andrew; Guo, Jianxin; Fan, Pusheng; Makriyannis, Alexandros
Journal of Medicinal Chemistry, 2007 , vol. 50, # 17 p. 4048 - 4060
反应条件
1: 73 percent / trifluoroacetic acid; hydrogen / Pd/C / ethanol / 168 h / 2585.74 Torr 2: 100 percent / BBr3 / CH2Cl2 / 0 - 25 °C View Scheme
参考文献
Arisawa; Ohmura; Kobayashi; Morita
Chemical and Pharmaceutical Bulletin, 1989 , vol. 37, # 9 p. 2431 - 2434