6,10,14,18-四甲基-5,9,13,17-十九碳四烯-2-酮合成路线 （共 16 条）
反应条件
potassium hydroxide in methanol; water T=80 - 85°C; 2 h;
参考文献
Coyote Pharmaceuticals, Inc.; Serizawa, Hiroaki; Argade, Ankush B.; Datwani, Akash; Spencer, Natalie
Patent: US2013/85283 A1, 2013 ;
Location in patent: Paragraph 0180 ;
反应条件
aluminum isopropoxide T=140 - 160°C; Carroll Reaction;
参考文献
WO2012/31028 A2, ;
Page/Page column 39-40 ;
反应条件
aluminum isopropoxide T=190°C; Carroll Reaction; 6 h;
参考文献
WO2012/31028 A2, ;
Page/Page column 39-40 ;
反应条件
aluminum isopropoxide T=160°C; Carroll Reaction; 6 h;
参考文献
WO2012/31028 A2, ;
Page/Page column 39-40 ;
反应条件
1: 3,5-dibromo-4-(di-tert-butyl(nonaprenyloxy)silyloxy)benzoic acid With 1,1'-carbonyldiimidazole in dichloromethane T=23°C; 0.5 h; 2: With dihydrogen peroxide in dichloromethane T=-78 - -20°C; 3: diazomethane With tetrabutylammonium (meta)periodate; pyridine hydrogenfluoride; periodic acid in tetrahydrofuran; diethyl ether; dichloromethane; water Further stages;
参考文献
Journal of the American Chemical Society, , vol. 130, # 25 p. 8089 - 8093
反应条件
1: 4'-(di-tert-butyl(nonaprenyloxy)silyloxy)-2,6-dinitrobiphenyl-4-carboxylic acid With 1,1'-carbonyldiimidazole in dichloromethane T=23°C; 0.5 h; 2: With dihydrogen peroxide in dichloromethane T=-78 - -20°C; 3: diazomethane With tetrabutylammonium (meta)periodate; pyridine hydrogenfluoride; periodic acid in tetrahydrofuran; dichloromethane; water Further stages;
参考文献
Journal of the American Chemical Society, , vol. 130, # 25 p. 8089 - 8093
反应条件
aluminum isopropoxide T=20 - 160°C; 5 h; Product distribution / selectivity;
参考文献
WO2008/47690 A1, ;
Page/Page column 7-9 ;
反应条件
1: phosphorus tribromide / diethyl ether / 0 °C 2: sodium ethanolate / 1,4-dioxane; ethanol / 0 - 20 °C 3: potassium hydroxide; water / methanol / 80 °C 4: sodium hydride / tetrahydrofuran / 41 h / -30 - 20 °C 5: lithium aluminium tetrahydride / tetrahydrofuran / 1.25 h / 0 - 20 °C 6: phosphorus tribromide / diethyl ether / 0 °C 7: sodium ethanolate / 1,4-dioxane; ethanol / 0 - 20 °C 8: potassium hydroxide; water / methanol / 80 °C View Scheme
反应条件
1: sodium hydride / tetrahydrofuran / 41 h / -30 - 20 °C 2: lithium aluminium tetrahydride / tetrahydrofuran / 1.25 h / 0 - 20 °C 3: phosphorus tribromide / diethyl ether / 0 °C 4: sodium ethanolate / 1,4-dioxane; ethanol / 0 - 20 °C 5: potassium hydroxide; water / methanol / 80 °C View Scheme
反应条件
1: sodium ethanolate / 1,4-dioxane; ethanol / 0 - 20 °C 2: potassium hydroxide; water / methanol / 80 °C 3: sodium hydride / tetrahydrofuran / 41 h / -30 - 20 °C 4: lithium aluminium tetrahydride / tetrahydrofuran / 1.25 h / 0 - 20 °C 5: phosphorus tribromide / diethyl ether / 0 °C 6: sodium ethanolate / 1,4-dioxane; ethanol / 0 - 20 °C 7: potassium hydroxide; water / methanol / 80 °C View Scheme
