(5Z,8Z,10E,12R,14Z)-12-羟基-5,8,10,14-二十碳四烯酸合成路线 （共 25 条）
反应条件
lithium hydroxide; carbon dioxide in tetrahydrofuran; methanol
T=0°C; 2.5 h;
参考文献
Rodriguez; Nomen; Spur; Godfroid; Lee
Tetrahedron, 2001 , vol. 57, # 1 p. 25 - 37
反应条件
lithium hydroxide in tetrahydrofuran; water
T=25°C;
参考文献
Nicolaou; Ramphal; Abe
Synthesis, 1989 , # 12 p. 898 - 901
反应条件
air; 12-lipoxygenase from Gracliariopsis lemaneiformis in ethanol
T=6°C; 1.33333 h; K2HPO4 buffer, pH 7.4;
参考文献
Moghaddam, Mehran Fallah; Gerwick, William H.
Phytochemistry (Elsevier), 1990 , vol. 29, # 8 p. 2457 - 2459
反应条件
1.1: 70 percent / aq. KHCO3 / 36 h / 23 °C / 49403.3 Torr
2.1: AD-mix-β; CH3SO2NH2; H2O / 2-methyl-propan-2-ol / 36 h / 0 °C
2.2: H2 / Pd-CaCO3 / tetrahydrofuran / 0.67 h / 23 °C / 760.05 Torr
3.1: Et3N / CH2Cl2 / 1 h / 0 °C
4.1: i-Bu2AlH / toluene / 1 h / -78 °C
5.1: 72 percent / HMPA / tetrahydrofuran / 1 h / -25 °C
6.1: aq. LiOH / tetrahydrofuran
View Scheme
参考文献
Han, Xiaojun; Corey
Organic Letters, 2000 , vol. 2, # 16 p. 2543 - 2544
反应条件
1.1: AD-mix-β; CH3SO2NH2; H2O / 2-methyl-propan-2-ol / 36 h / 0 °C
1.2: H2 / Pd-CaCO3 / tetrahydrofuran / 0.67 h / 23 °C / 760.05 Torr
2.1: Et3N / CH2Cl2 / 1 h / 0 °C
3.1: i-Bu2AlH / toluene / 1 h / -78 °C
4.1: 72 percent / HMPA / tetrahydrofuran / 1 h / -25 °C
5.1: aq. LiOH / tetrahydrofuran
View Scheme
参考文献
Han, Xiaojun; Corey
Organic Letters, 2000 , vol. 2, # 16 p. 2543 - 2544
反应条件
1: Et3N / CH2Cl2 / 1 h / 0 °C
2: i-Bu2AlH / toluene / 1 h / -78 °C
3: 72 percent / HMPA / tetrahydrofuran / 1 h / -25 °C
4: aq. LiOH / tetrahydrofuran
View Scheme
参考文献
Han, Xiaojun; Corey
Organic Letters, 2000 , vol. 2, # 16 p. 2543 - 2544
反应条件
1: 72 percent / HMPA / tetrahydrofuran / 1 h / -25 °C
2: aq. LiOH / tetrahydrofuran
View Scheme
参考文献
Han, Xiaojun; Corey
Organic Letters, 2000 , vol. 2, # 16 p. 2543 - 2544
反应条件
1: HMPA / tetrahydrofuran / 0.5 h / -78 °C
2: 85 percent / H2; Lindlar catalyst / hexane; pyridine / 36 h
3: 84 percent / pyridinium p-toluenesulfonate / methanol / 1.5 h / 20 °C
4: 85 percent / 1N LiOH; CO2 / methanol; tetrahydrofuran / 2.5 h / 0 °C
View Scheme
参考文献
Rodriguez; Nomen; Spur; Godfroid; Lee
Tetrahedron, 2001 , vol. 57, # 1 p. 25 - 37
反应条件
1: KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C
2: HMPA / tetrahydrofuran / 0.5 h / -78 °C
3: 85 percent / H2; Lindlar catalyst / hexane; pyridine / 36 h
4: 84 percent / pyridinium p-toluenesulfonate / methanol / 1.5 h / 20 °C
5: 85 percent / 1N LiOH; CO2 / methanol; tetrahydrofuran / 2.5 h / 0 °C
View Scheme
参考文献
Rodriguez; Nomen; Spur; Godfroid; Lee
Tetrahedron, 2001 , vol. 57, # 1 p. 25 - 37
反应条件
1: 87 percent / benzene / 2 h / 60 °C
2: HMPA / tetrahydrofuran / 0.5 h / -78 °C
3: 85 percent / H2; Lindlar catalyst / hexane; pyridine / 36 h
4: 84 percent / pyridinium p-toluenesulfonate / methanol / 1.5 h / 20 °C
5: 85 percent / 1N LiOH; CO2 / methanol; tetrahydrofuran / 2.5 h / 0 °C
View Scheme
参考文献
Rodriguez; Nomen; Spur; Godfroid; Lee
Tetrahedron, 2001 , vol. 57, # 1 p. 25 - 37
