Epothilone D合成路线 (共 263 条)
反应条件
1.1: selenium(IV) oxide; tert.-butylhydroperoxide / dichloromethane; water / 48 h / 20 °C 2.1: Ru(OCOCH3)2((S)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl); hydrogen / water; methanol / 22 h / 20 °C / 75007.5 Torr / |Autoclave 3.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C 4.1: triethylamine; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 0 - 20 °C / |Inert atmosphere 5.1: water; potassium carbonate / methanol / 0.23 h / 20 °C 6.1: 4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 2 h / 20 °C / |Inert atmosphere 7.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.17 h / -65 °C / |Inert atmosphere 7.2: 1 h / -65 °C / |Inert atmosphere 8.1: potassium carbonate; methanol / 1.5 h / 20 °C 9.1: 4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 18 h / 0 - 20 °C / |Inert atmosphere 10.1: (1S)-10-camphorsulfonic acid / dichloromethane; methanol / 2.5 h / 0 °C 11.1: triethylamine; sulfur trioxide pyridine complex; dimethyl sulfoxide / dichloromethane / 1 h / 0 °C / |Inert atmosphere 12.1: lithium iodide; chromium dichloride / tetrahydrofuran / 3.33 h / 20 °C / |Inert atmosphere 13.1: 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
3,3-dimethyldioxirane in dichloromethane T=-50°C;
参考文献
Balog, Aaron; Harris, Christina; Savin, Kenneth; Zhang, Xiu-Guo; Chou, Ting Chao; Danishefsky, Samuel J.
Angewandte Chemie - International Edition, 1998 , vol. 37, # 19 p. 2675 - 2678
反应条件
Oxonereg;; 1,1,1-trifluoropropanone; (ethylenedinitrilo)tetraacetic acid disodium salt; sodium hydrogencarbonate in water; acetonitrile T=0°C;
参考文献
Nicolaou; Ninkovic; Sarabia; Vourloumis; He; Vallberg; Finlay; Yang
Journal of the American Chemical Society, 1997 , vol. 119, # 34 p. 7974 - 7991