12(S)-HYDROXY-(5Z,8Z,10E,14Z)-EICOSATETRAENOIC ACID合成路线 (共 60 条)
反应条件
1: benzene / 2 h / 60 °C 2: 82 percent / HMPA / tetrahydrofuran / 0.5 h / -78 °C 3: 90 percent / pyridinium p-toluenesulfonate / methanol / 1.5 h / 20 °C 4: 90 percent / 1N LiOH; CO2 / methanol; tetrahydrofuran / 2.5 h / 0 °C View Scheme
参考文献
Tetrahedron, , vol. 57, # 1 p. 25 - 37
反应条件
1: oxalyl chloride; DMSO; Et3N / CH2Cl2 / 0.67 h / -70 - -40 °C 2: benzene / 2 h / 60 °C 3: 82 percent / HMPA / tetrahydrofuran / 0.5 h / -78 °C 4: 90 percent / pyridinium p-toluenesulfonate / methanol / 1.5 h / 20 °C 5: 90 percent / 1N LiOH; CO2 / methanol; tetrahydrofuran / 2.5 h / 0 °C View Scheme
参考文献
Tetrahedron, , vol. 57, # 1 p. 25 - 37
反应条件
1: 61 percent / benzene / 2 h / 60 °C 2: 87 percent / HMPA / tetrahydrofuran / 0.5 h / -78 °C 3: 90 percent / H2; Lindlar catalyst / hexane; pyridine / 36 h 4: 90 percent / pyridinium p-toluenesulfonate / methanol / 1.5 h / 20 °C 5: 90 percent / 1N LiOH; CO2 / methanol; tetrahydrofuran / 2.5 h / 0 °C View Scheme
参考文献
Tetrahedron, , vol. 57, # 1 p. 25 - 37
反应条件
1: 82 percent / HMPA / tetrahydrofuran / 0.5 h / -78 °C 2: 90 percent / pyridinium p-toluenesulfonate / methanol / 1.5 h / 20 °C 3: 90 percent / 1N LiOH; CO2 / methanol; tetrahydrofuran / 2.5 h / 0 °C View Scheme
参考文献
Tetrahedron, , vol. 57, # 1 p. 25 - 37
反应条件
1: 87 percent / HMPA / tetrahydrofuran / 0.5 h / -78 °C 2: 90 percent / H2; Lindlar catalyst / hexane; pyridine / 36 h 3: 90 percent / pyridinium p-toluenesulfonate / methanol / 1.5 h / 20 °C 4: 90 percent / 1N LiOH; CO2 / methanol; tetrahydrofuran / 2.5 h / 0 °C View Scheme
参考文献
Tetrahedron, , vol. 57, # 1 p. 25 - 37
反应条件
1: 90 percent / pyridinium p-toluenesulfonate / methanol / 1.5 h / 20 °C 2: 90 percent / 1N LiOH; CO2 / methanol; tetrahydrofuran / 2.5 h / 0 °C View Scheme
参考文献
Tetrahedron, , vol. 57, # 1 p. 25 - 37
反应条件
1: 90 percent / H2; Lindlar catalyst / hexane; pyridine / 36 h 2: 90 percent / pyridinium p-toluenesulfonate / methanol / 1.5 h / 20 °C 3: 90 percent / 1N LiOH; CO2 / methanol; tetrahydrofuran / 2.5 h / 0 °C View Scheme
参考文献
Tetrahedron, , vol. 57, # 1 p. 25 - 37
反应条件
1: 92 percent / silica gel / diethyl ether / 0.5 h 2: 68 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 3 h / -78 gradC to -15 gradC 3: NaOH / methanol; H2O View Scheme
参考文献
Tetrahedron Letters, , vol. 27, # 50 p. 6039 - 6040
反应条件
1: 68 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 3 h / -78 gradC to -15 gradC 2: NaOH / methanol; H2O View Scheme
参考文献
Tetrahedron Letters, , vol. 27, # 50 p. 6039 - 6040
反应条件
1: H(1+) 2: 82 percent / TBHP, Ti(O-iPr)4 3: 1.) n-Bu3SnLi, 2.) I2 / 2.) Et2O 5: n-PrNH2 / Pd(PPh3)4, CuI 6: 1.) (Sia)2BH, AcOH; 2.) H2O2, NaOH / 1.) THF 7: n-Bu4NF 8: 79 percent / LiOH View Scheme
参考文献
Chemistry Letters, , p. 1785 - 1788