3-{(2S,3R)-3-[(2Z,5Z,8Z,11Z,14Z)-2,5,8,11,14-十七五烯-1-基]-2-环氧乙烷基}丙酸甲酯合成路线 （共 7 条）
反应条件
1: With iodine; potassium hydrogencarbonate; potassium iodide in tetrahydrofuran; water T=20°C; 22 h; Inert atmosphere; 2: With potassium carbonate in methanol Inert atmosphere;
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
triethylamine 4 h; Heating;
参考文献
The Board of Trustees Operating Michigan Statue University
Patent: US2005/14826 A1, 2005 ;
Location in patent: Page 3; 12-13 ;
参考文献
Kato; Hirukawa; Namiki
Tetrahedron Letters, 1992 , vol. 33, # 11 p. 1475 - 1478
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: 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
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: sodium dihydrogen phosphate dihydrate; sodium chlorite; 2-methyl-but-2-ene / water; acetonitrile / 1.5 h / 20 °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: 51 percent / H5IO6 / diethyl ether
2: 61 percent / Jones reagent / acetone / -70 °C
View Scheme
参考文献
Kuklev, D. V.; Aizdaicher, N. A.; Imbs, A. B.; Bezuglov, V. V.; Latyshev, N. A.
Phytochemistry (Elsevier), 1992 , vol. 31, # 7 p. 2401 - 2404
