5-[(3E,6E,9E,12E,15E)-1-碘十八碳-3,6,9,12,15-五烯基]四氢呋喃-2-酮合成路线 （共 7 条）
反应条件
1: sodium iodide / acetonitrile / 1 h / 23 °C 2: sodium thiosulfate / H2O View Scheme
参考文献
Corey, E. J.; Wright, Stephen W.
Tetrahedron Letters, 1984 , vol. 25, # 26 p. 2729 - 2730
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 ;
反应条件
1: 85 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / benzene / 5 h / 20 °C 2: 93 percent / aq. KOH / methanol / 5 h / 20 °C 3: 61 percent / Et3N / 6 h / 20 °C 4: 76 percent / (COCl)2; DMSO; Et3N / CH2Cl2 / -78 - 0 °C 5: 97 percent / H2 / Pd-C / methanol / 7 h 6: 76 percent / KOH / methanol; H2O / 20 °C View Scheme
参考文献
Itoh, Toshimasa; Murota, Itsuki; Yoshikai, Kazuyoshi; Yamada, Sachiko; Yamamoto, Keiko
Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 1 p. 98 - 108
反应条件
hydrogen iodide; iodine; potassium hydrogencarbonate in ethanol
T=0 - 4°C; 18 h; Inert atmosphereDarkness;
参考文献
Langseter, Anne Marie; Stenstroom, Yngve; Skattebool, Lars
Molecules, 2014 , vol. 19, # 3 p. 3804 - 3812
81926-94-5(4Z,7Z,10Z,13Z,16Z,19Z)-4,7,10,13,16,19-二十二碳六烯酸乙酯
→
反应条件
1: lithium hydroxide / ethanol; H2O / Ambient temperature
2: 95 percent / I2, KI, KHCO3 / tetrahydrofuran; H2O / 48 h / Ambient temperature
View Scheme
参考文献
Flock; Lundquist; Skattebol
Acta chemica Scandinavica (Copenhagen, Denmark : 1989), 1999 , vol. 53, # 6 p. 436 - 445
→
90906-40-4(5E,7Z,10Z,13Z,16Z,19Z)-4-羟基-5,7,10,13,16,19-二十二碳六烯酸
反应条件
1: 85 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / benzene / 5 h / 20 °C
2: 93 percent / aq. KOH / methanol / 5 h / 20 °C
View Scheme
参考文献
Kuklev, Dmitry V.; Smith, William L.
Chemistry and Physics of Lipids, 2004 , vol. 130, # 2 p. 145 - 158
反应条件
1: 71 percent / Et3N / 4 h / Heating
2: 51 percent / H5IO6 / diethyl ether
3: 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
