12(S)-HYDROXY-(5Z,8Z,10E,14Z)-EICOSATETRAENOIC ACID合成路线 （共 60 条）
反应条件
lithium hydroxide in ethylene glycol dimethyl ether; water Ambient temperature;
参考文献
Journal of Organic Chemistry, , vol. 51, # 6 p. 789 - 793
反应条件
1: 55 percent / toluene / 3 h / 80 °C 2: lithium hexamethyldisilazane (LiHMDS) / tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / -78 - 0 °C 3: NaHCO3 / tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / Ambient temperature 4: 74 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / Ambient temperature 5: 95 percent / LiOH / 1,2-dimethoxy-ethane; H2O / Ambient temperature View Scheme
参考文献
Journal of Organic Chemistry, , vol. 51, # 6 p. 789 - 793
反应条件
1: lithium hexamethyldisilazane (LiHMDS) / tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / -78 - 0 °C 2: NaHCO3 / tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / Ambient temperature 3: 74 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / Ambient temperature 4: 95 percent / LiOH / 1,2-dimethoxy-ethane; H2O / Ambient temperature View Scheme
参考文献
Journal of Organic Chemistry, , vol. 51, # 6 p. 789 - 793
反应条件
1: 1.) ethylmagnesium bromide, copper(I) bromide / 1.) THF, -78 -> 25 deg C, 2.) -78 -> 25 deg C 2: H2 / Lindlar catalyst / hexane / 25 °C 3: tetra-n-butylammonium fluoride / tetrahydrofuran / 25 °C 4: 88 percent / n-propylamine / tetrakis<triphenylphosphine>palladium, copper(I) iodide / benzene / 25 °C 5: 80 percent / p-toluenesulfonic acid / ethanol / 45 °C 6: 75 percent / H2, quinoline / Lindlar catalyst / hexane / 1.5 h / 25 °C / 760 Torr 7: 90 percent / LiOH / tetrahydrofuran; H2O / 25 °C View Scheme
参考文献
Synthesis, , # 4 p. 344 - 347
反应条件
1: 88 percent / n-propylamine / tetrakis<triphenylphosphine>palladium, copper(I) iodide / benzene / 25 °C 2: 80 percent / p-toluenesulfonic acid / ethanol / 45 °C 3: 75 percent / H2, quinoline / Lindlar catalyst / hexane / 1.5 h / 25 °C / 760 Torr 4: 90 percent / LiOH / tetrahydrofuran; H2O / 25 °C View Scheme
参考文献
Synthesis, , # 4 p. 344 - 347
反应条件
1: pyridinium chlorochromate / CH2Cl2 / 25 °C 2: sodium bis<trimethylsilyl>amide / 1,2-dimethoxy-ethane / 0 - 25 °C 3: 88 percent / n-propylamine / tetrakis<triphenylphosphine>palladium, copper(I) iodide / benzene / 25 °C 4: 80 percent / p-toluenesulfonic acid / ethanol / 45 °C 5: 75 percent / H2, quinoline / Lindlar catalyst / hexane / 1.5 h / 25 °C / 760 Torr 6: 90 percent / LiOH / tetrahydrofuran; H2O / 25 °C View Scheme
参考文献
Synthesis, , # 4 p. 344 - 347
反应条件
1: sodium bis<trimethylsilyl>amide / 1,2-dimethoxy-ethane / 0 - 25 °C 2: 88 percent / n-propylamine / tetrakis<triphenylphosphine>palladium, copper(I) iodide / benzene / 25 °C 3: 80 percent / p-toluenesulfonic acid / ethanol / 45 °C 4: 75 percent / H2, quinoline / Lindlar catalyst / hexane / 1.5 h / 25 °C / 760 Torr 5: 90 percent / LiOH / tetrahydrofuran; H2O / 25 °C View Scheme
参考文献
Synthesis, , # 4 p. 344 - 347
反应条件
1: tetra-n-butylammonium fluoride / tetrahydrofuran / 25 °C 2: 88 percent / n-propylamine / tetrakis<triphenylphosphine>palladium, copper(I) iodide / benzene / 25 °C 3: 80 percent / p-toluenesulfonic acid / ethanol / 45 °C 4: 75 percent / H2, quinoline / Lindlar catalyst / hexane / 1.5 h / 25 °C / 760 Torr 5: 90 percent / LiOH / tetrahydrofuran; H2O / 25 °C View Scheme
参考文献
Synthesis, , # 4 p. 344 - 347
反应条件
1: H2 / Lindlar catalyst / hexane / 25 °C 2: tetra-n-butylammonium fluoride / tetrahydrofuran / 25 °C 3: 88 percent / n-propylamine / tetrakis<triphenylphosphine>palladium, copper(I) iodide / benzene / 25 °C 4: 80 percent / p-toluenesulfonic acid / ethanol / 45 °C 5: 75 percent / H2, quinoline / Lindlar catalyst / hexane / 1.5 h / 25 °C / 760 Torr 6: 90 percent / LiOH / tetrahydrofuran; H2O / 25 °C View Scheme
参考文献
Synthesis, , # 4 p. 344 - 347
反应条件
1: 88 percent / n-propylamine / tetrakis<triphenylphosphine>palladium, copper(I) iodide / benzene / 25 °C 2: 80 percent / p-toluenesulfonic acid / ethanol / 45 °C 3: 75 percent / H2, quinoline / Lindlar catalyst / hexane / 1.5 h / 25 °C / 760 Torr 4: 90 percent / LiOH / tetrahydrofuran; H2O / 25 °C View Scheme
参考文献
Synthesis, , # 4 p. 344 - 347
