Epothilone D合成路线 (共 263 条)
反应条件
1: 2,6-dimethylpyridine / dichloromethane / 5 h / -45 - 20 °C / |Inert atmosphere 2: (SPY-5-31)-dichloro-(κ2(C,O)-(2-isopropyloxybenzylidene))(1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene)ruthenium / 1,2-dichloro-ethane / 4 h / 80 °C / |Inert atmosphere 3: trifluoroacetic acid / dichloromethane / 2 h / -20 - 0 °C / |Inert atmosphere View Scheme
参考文献
European Journal of Medicinal Chemistry, , vol. 68, p. 321 - 332
反应条件
1.1: diisobutylaluminium hydride / dichloromethane / 4 h / -78 °C / |Inert atmosphere 2.1: titanium tetrachloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / -78 °C / |Inert atmosphere 2.2: 15 h / -12 °C / |Inert atmosphere 3.1: 2,6-dimethylpyridine / dichloromethane / 5 h / -45 - 20 °C / |Inert atmosphere 4.1: (SPY-5-31)-dichloro-(κ2(C,O)-(2-isopropyloxybenzylidene))(1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene)ruthenium / 1,2-dichloro-ethane / 4 h / 80 °C / |Inert atmosphere 5.1: trifluoroacetic acid / dichloromethane / 2 h / -20 - 0 °C / |Inert atmosphere View Scheme
参考文献
European Journal of Medicinal Chemistry, , vol. 68, p. 321 - 332
反应条件
1.1: titanium tetrachloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / -78 °C / |Inert atmosphere 1.2: 15 h / -12 °C / |Inert atmosphere 2.1: 2,6-dimethylpyridine / dichloromethane / 5 h / -45 - 20 °C / |Inert atmosphere 3.1: (SPY-5-31)-dichloro-(κ2(C,O)-(2-isopropyloxybenzylidene))(1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene)ruthenium / 1,2-dichloro-ethane / 4 h / 80 °C / |Inert atmosphere 4.1: trifluoroacetic acid / dichloromethane / 2 h / -20 - 0 °C / |Inert atmosphere View Scheme
参考文献
European Journal of Medicinal Chemistry, , vol. 68, p. 321 - 332
反应条件
1.1: Ru(OCOCH3)2((S)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl); hydrogen / water; methanol / 22 h / 20 °C / 75007.5 Torr / |Autoclave 2.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C 3.1: triethylamine; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 0 - 20 °C / |Inert atmosphere 4.1: water; potassium carbonate / methanol / 0.23 h / 20 °C 5.1: 4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 2 h / 20 °C / |Inert atmosphere 6.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.17 h / -65 °C / |Inert atmosphere 6.2: 1 h / -65 °C / |Inert atmosphere 7.1: potassium carbonate; methanol / 1.5 h / 20 °C 8.1: 4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 18 h / 0 - 20 °C / |Inert atmosphere 9.1: (1S)-10-camphorsulfonic acid / dichloromethane; methanol / 2.5 h / 0 °C 10.1: triethylamine; sulfur trioxide pyridine complex; dimethyl sulfoxide / dichloromethane / 1 h / 0 °C / |Inert atmosphere 11.1: lithium iodide; chromium dichloride / tetrahydrofuran / 3.33 h / 20 °C / |Inert atmosphere 12.1: trifluoroacetic acid / dichloromethane / 1.5 h / 0 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 78, # 21 p. 10588 - 10595
反应条件
1.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C 2.1: triethylamine; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 0 - 20 °C / |Inert atmosphere 3.1: water; potassium carbonate / methanol / 0.23 h / 20 °C 4.1: 4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 2 h / 20 °C / |Inert atmosphere 5.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.17 h / -65 °C / |Inert atmosphere 5.2: 1 h / -65 °C / |Inert atmosphere 6.1: potassium carbonate; methanol / 1.5 h / 20 °C 7.1: 4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 18 h / 0 - 20 °C / |Inert atmosphere 8.1: (1S)-10-camphorsulfonic acid / dichloromethane; methanol / 2.5 h / 0 °C 9.1: triethylamine; sulfur trioxide pyridine complex; dimethyl sulfoxide / dichloromethane / 1 h / 0 °C / |Inert atmosphere 10.1: lithium iodide; chromium dichloride / tetrahydrofuran / 3.33 h / 20 °C / |Inert atmosphere 11.1: trifluoroacetic acid / dichloromethane / 1.5 h / 0 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 78, # 21 p. 10588 - 10595
反应条件
1.1: triethylamine; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 0 - 20 °C / |Inert atmosphere 2.1: water; potassium carbonate / methanol / 0.23 h / 20 °C 3.1: 4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 2 h / 20 °C / |Inert atmosphere 4.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.17 h / -65 °C / |Inert atmosphere 4.2: 1 h / -65 °C / |Inert atmosphere 5.1: potassium carbonate; methanol / 1.5 h / 20 °C 6.1: 4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 18 h / 0 - 20 °C / |Inert atmosphere 7.1: (1S)-10-camphorsulfonic acid / dichloromethane; methanol / 2.5 h / 0 °C 8.1: triethylamine; sulfur trioxide pyridine complex; dimethyl sulfoxide / dichloromethane / 1 h / 0 °C / |Inert atmosphere 9.1: lithium iodide; chromium dichloride / tetrahydrofuran / 3.33 h / 20 °C / |Inert atmosphere 10.1: trifluoroacetic acid / dichloromethane / 1.5 h / 0 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 78, # 21 p. 10588 - 10595
反应条件
1.1: water; potassium carbonate / methanol / 0.23 h / 20 °C 2.1: 4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 2 h / 20 °C / |Inert atmosphere 3.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.17 h / -65 °C / |Inert atmosphere 3.2: 1 h / -65 °C / |Inert atmosphere 4.1: potassium carbonate; methanol / 1.5 h / 20 °C 5.1: 4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 18 h / 0 - 20 °C / |Inert atmosphere 6.1: (1S)-10-camphorsulfonic acid / dichloromethane; methanol / 2.5 h / 0 °C 7.1: triethylamine; sulfur trioxide pyridine complex; dimethyl sulfoxide / dichloromethane / 1 h / 0 °C / |Inert atmosphere 8.1: lithium iodide; chromium dichloride / tetrahydrofuran / 3.33 h / 20 °C / |Inert atmosphere 9.1: trifluoroacetic acid / dichloromethane / 1.5 h / 0 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 78, # 21 p. 10588 - 10595
反应条件
1.1: 4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 2 h / 20 °C / |Inert atmosphere 2.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.17 h / -65 °C / |Inert atmosphere 2.2: 1 h / -65 °C / |Inert atmosphere 3.1: potassium carbonate; methanol / 1.5 h / 20 °C 4.1: 4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 18 h / 0 - 20 °C / |Inert atmosphere 5.1: (1S)-10-camphorsulfonic acid / dichloromethane; methanol / 2.5 h / 0 °C 6.1: triethylamine; sulfur trioxide pyridine complex; dimethyl sulfoxide / dichloromethane / 1 h / 0 °C / |Inert atmosphere 7.1: lithium iodide; chromium dichloride / tetrahydrofuran / 3.33 h / 20 °C / |Inert atmosphere 8.1: trifluoroacetic acid / dichloromethane / 1.5 h / 0 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 78, # 21 p. 10588 - 10595
反应条件
1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.17 h / -65 °C / |Inert atmosphere 1.2: 1 h / -65 °C / |Inert atmosphere 2.1: potassium carbonate; methanol / 1.5 h / 20 °C 3.1: 4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 18 h / 0 - 20 °C / |Inert atmosphere 4.1: (1S)-10-camphorsulfonic acid / dichloromethane; methanol / 2.5 h / 0 °C 5.1: triethylamine; sulfur trioxide pyridine complex; dimethyl sulfoxide / dichloromethane / 1 h / 0 °C / |Inert atmosphere 6.1: lithium iodide; chromium dichloride / tetrahydrofuran / 3.33 h / 20 °C / |Inert atmosphere 7.1: trifluoroacetic acid / dichloromethane / 1.5 h / 0 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 78, # 21 p. 10588 - 10595
反应条件
1: 4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 18 h / 0 - 20 °C / |Inert atmosphere 2: (1S)-10-camphorsulfonic acid / dichloromethane; methanol / 2.5 h / 0 °C 3: triethylamine; sulfur trioxide pyridine complex; dimethyl sulfoxide / dichloromethane / 1 h / 0 °C / |Inert atmosphere 4: lithium iodide; chromium dichloride / tetrahydrofuran / 3.33 h / 20 °C / |Inert atmosphere 5: trifluoroacetic acid / dichloromethane / 1.5 h / 0 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 78, # 21 p. 10588 - 10595