(8Z,11Z,14Z,17Z)-8,11,14,17-二十碳四烯酸合成路线 （共 10 条）
反应条件
potassium hydroxide in ethanol T=20°C; 16 h;
参考文献
Kuklev, Dmitry V.; Smith, William L.
Chemistry and Physics of Lipids, 2006 , vol. 144, # 2 p. 172 - 177
反应条件
1.1: 92 percent / LiAlH4 / diethyl ether / 2 h / 20 °C 2.1: 88 percent / Ph3PBr2 / CH2Cl2 / 0.5 h / 20 °C 3.1: n-BuLi / hexane; tetrahydrofuran / 0.08 h / -78 °C 3.2: 2.686 g / hexane; tetrahydrofuran / 2.33 h / -78 °C 4.1: 91 percent / AcCl / 12 h / Heating 5.1: 93 percent / aq. KOH / ethanol / 16 h / 20 °C View Scheme
参考文献
Chemistry and Physics of Lipids, , vol. 144, # 2 p. 172 - 177
反应条件
1.1: n-BuLi / hexane; tetrahydrofuran / 0.08 h / -78 °C 1.2: 2.686 g / hexane; tetrahydrofuran / 2.33 h / -78 °C 2.1: 91 percent / AcCl / 12 h / Heating 3.1: 93 percent / aq. KOH / ethanol / 16 h / 20 °C View Scheme
参考文献
Chemistry and Physics of Lipids, , vol. 144, # 2 p. 172 - 177
反应条件
1.1: 88 percent / Ph3PBr2 / CH2Cl2 / 0.5 h / 20 °C 2.1: n-BuLi / hexane; tetrahydrofuran / 0.08 h / -78 °C 2.2: 2.686 g / hexane; tetrahydrofuran / 2.33 h / -78 °C 3.1: 91 percent / AcCl / 12 h / Heating 4.1: 93 percent / aq. KOH / ethanol / 16 h / 20 °C View Scheme
参考文献
Chemistry and Physics of Lipids, , vol. 144, # 2 p. 172 - 177
反应条件
1: 91 percent / AcCl / 12 h / Heating 2: 93 percent / aq. KOH / ethanol / 16 h / 20 °C View Scheme
参考文献
Chemistry and Physics of Lipids, , vol. 144, # 2 p. 172 - 177
反应条件
1: 40percent aq NaOH / H2O; ethanol / 4 h / Ambient temperature 2: bis-(2-methoxy-ethyl) ether / 1 h / 120 °C View Scheme
参考文献
Russian Journal of Bioorganic Chemistry, , vol. 22, # 3 p. 192 - 195
反应条件
1.1: iodine; potassium iodide; potassium hydrogencarbonate / tetrahydrofuran; water / 22 h / 20 °C / |Inert atmosphere 1.2: |Inert atmosphere 2.1: formic acid; acetic anhydride / 20 h / 20 °C / |Inert atmosphere 2.2: 23 h / 0 - 20 °C / |Inert atmosphere 2.3: 2 h / 0 - 20 °C / pH 4 / |Inert atmosphere 3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / diethyl ether / 0.5 h / 20 °C / |Inert atmosphere 4.1: copper(l) iodide; N,N,N',N',N'',N''-hexamethylphosphoric triamide; diisobutylaluminium hydride / tetrahydrofuran; hexane / 0.25 h / -20 - 0 °C / |Inert atmosphere 5.1: dichloromethane / 11 h / 20 °C / |Inert atmosphere 6.1: copper(l) iodide; N,N,N',N',N'',N''-hexamethylphosphoric triamide; diisobutylaluminium hydride / tetrahydrofuran / 4 h / 0 °C / |Inert atmosphere 7.1: lithium hydroxide hydrate / water; methanol / 1.5 h / 60 °C / |Inert atmosphere View Scheme
参考文献
Tetrahedron Letters, , vol. 53, # 44 p. 5837 - 5839
反应条件
1.1: formic acid; acetic anhydride / 20 h / 20 °C / |Inert atmosphere 1.2: 23 h / 0 - 20 °C / |Inert atmosphere 1.3: 2 h / 0 - 20 °C / pH 4 / |Inert atmosphere 2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / diethyl ether / 0.5 h / 20 °C / |Inert atmosphere 3.1: copper(l) iodide; N,N,N',N',N'',N''-hexamethylphosphoric triamide; diisobutylaluminium hydride / tetrahydrofuran; hexane / 0.25 h / -20 - 0 °C / |Inert atmosphere 4.1: dichloromethane / 11 h / 20 °C / |Inert atmosphere 5.1: copper(l) iodide; N,N,N',N',N'',N''-hexamethylphosphoric triamide; diisobutylaluminium hydride / tetrahydrofuran / 4 h / 0 °C / |Inert atmosphere 6.1: lithium hydroxide hydrate / water; methanol / 1.5 h / 60 °C / |Inert atmosphere View Scheme
参考文献
Tetrahedron Letters, , vol. 53, # 44 p. 5837 - 5839
反应条件
1: 1,8-diazabicyclo[5.4.0]undec-7-ene / diethyl ether / 0.5 h / 20 °C / |Inert atmosphere 2: copper(l) iodide; N,N,N',N',N'',N''-hexamethylphosphoric triamide; diisobutylaluminium hydride / tetrahydrofuran; hexane / 0.25 h / -20 - 0 °C / |Inert atmosphere 3: dichloromethane / 11 h / 20 °C / |Inert atmosphere 4: copper(l) iodide; N,N,N',N',N'',N''-hexamethylphosphoric triamide; diisobutylaluminium hydride / tetrahydrofuran / 4 h / 0 °C / |Inert atmosphere 5: lithium hydroxide hydrate / water; methanol / 1.5 h / 60 °C / |Inert atmosphere View Scheme
参考文献
Tetrahedron Letters, , vol. 53, # 44 p. 5837 - 5839
反应条件
1: copper(l) iodide; N,N,N',N',N'',N''-hexamethylphosphoric triamide; diisobutylaluminium hydride / tetrahydrofuran; hexane / 0.25 h / -20 - 0 °C / |Inert atmosphere 2: dichloromethane / 11 h / 20 °C / |Inert atmosphere 3: copper(l) iodide; N,N,N',N',N'',N''-hexamethylphosphoric triamide; diisobutylaluminium hydride / tetrahydrofuran / 4 h / 0 °C / |Inert atmosphere 4: lithium hydroxide hydrate / water; methanol / 1.5 h / 60 °C / |Inert atmosphere View Scheme
参考文献
Tetrahedron Letters, , vol. 53, # 44 p. 5837 - 5839
