(8Z,11Z,14Z,17Z)-二十碳四烯酸甲酯合成路线 （共 9 条）
反应条件
acetyl chloride 12 h; Heating;
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 View Scheme
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: 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 View Scheme
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: 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 View Scheme
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: 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 View Scheme
参考文献
Jakobsen, Martin Gjerde; Vik, Anders; Hansen, Trond Vidar
Tetrahedron Letters, 2012 , 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 View Scheme
参考文献
Jakobsen, Martin Gjerde; Vik, Anders; Hansen, Trond Vidar
Tetrahedron Letters, 2012 , 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 View Scheme
参考文献
Jakobsen, Martin Gjerde; Vik, Anders; Hansen, Trond Vidar
Tetrahedron Letters, 2012 , 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 View Scheme
参考文献
Jakobsen, Martin Gjerde; Vik, Anders; Hansen, Trond Vidar
Tetrahedron Letters, 2012 , vol. 53, # 44 p. 5837 - 5839
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
