2-C-甲基-D-核糖酸-1,4-内酯合成路线 (共 25 条)
反应条件
1: 95 percent / pyridine / H2O / 24 h / Ambient temperature 2: 82 percent / KMnO4, crown ether / CH2Cl2 / 2 h / -15 °C 3: 89 percent / aq. TFA / ethyl acetate / 3 h View Scheme
参考文献
Lopez-Herrera, F. J.; Sarabia-Garcia, F.; Pino-Gonzalez, M. S.; Garcia-Aranda, J. F.
Journal of Carbohydrate Chemistry, 1994 , vol. 13, # 5 p. 767 - 776
反应条件
1: 72.2 percent / conc. HCl / methanol / 16 h / Irradiation 2: 95 percent / pyridine / H2O / 24 h / Ambient temperature 3: 82 percent / KMnO4, crown ether / CH2Cl2 / 2 h / -15 °C 4: 89 percent / aq. TFA / ethyl acetate / 3 h View Scheme
参考文献
Lopez-Herrera, F. J.; Sarabia-Garcia, F.; Pino-Gonzalez, M. S.; Garcia-Aranda, J. F.
Journal of Carbohydrate Chemistry, 1994 , vol. 13, # 5 p. 767 - 776
反应条件
1: 82 percent / KMnO4, crown ether / CH2Cl2 / 2 h / -15 °C 2: 89 percent / aq. TFA / ethyl acetate / 3 h View Scheme
参考文献
Lopez-Herrera, F. J.; Sarabia-Garcia, F.; Pino-Gonzalez, M. S.; Garcia-Aranda, J. F.
Journal of Carbohydrate Chemistry, 1994 , vol. 13, # 5 p. 767 - 776
反应条件
1: in tetrahydrofuran 2: With sodium cyanide in water Kiliani reaction; Further stages.;
参考文献
Rao, Devendar; Yoshihara, Akihide; Gullapalli, Pushpakiran; Morimoto, Kenji; Takata, Goro; da Cruz, Filipa P.; Jenkinson, Sarah F.; Wormald, Mark R.; Dwek, Raymond A.; Fleet, George W.J.; Izumori, Ken
Tetrahedron Letters, 2008 , vol. 49, # 20 p. 3316 - 3321
参考文献
Naus, Petr; Perlikova, Pavla; Pohl, Radek; Hocek, Michal
Collection of Czechoslovak Chemical Communications, 2011 , vol. 76, # 8 p. 957 - 988
参考文献
Herrmann; Tollens
Chemische Berichte, 1885 , vol. 18, p. 1334
反应条件
copper(II) sulfate in sulfuric acid
参考文献
Dukhan; Bosc; Peyronnet; Storer; Gosselin
Nucleosides, Nucleotides and Nucleic Acids, 2005 , vol. 24, # 5-7 p. 577 - 580
反应条件
sulfuric acid in isopropanol acetate T=15 - 20°C; 21 h;
参考文献
GILEAD SCIENCES, INC.; BUTLER, Thomas; CHO, Aesop; GRAETZ, Benjamin, R.; KIM, Choung, U.; METOBO, Samuel, E.; SAUNDERS, Oliver, L.; WALTMAN, Andrew, W.; XU, Jie; ZHANG, Lijun
Patent: WO2011/35250 A1, 2011 ;
Location in patent: Page/Page column 79-80 ;
反应条件
toluene-4-sulfonic acid in acetonitrile T=30°C; 60 h;
参考文献
Pontiggia, Rodrigo; Pontiggia, Osvaldo; Simian, Marina; Montserrat, Javier M.; Engels, Joachim W.; Iribarren, Adolfo M.
Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 9 p. 2806 - 2808
参考文献
Aparicio, Fidel J. Lopez; Cubero, Isidoro Izquierdo; Olea, Maria D. Portal
Carbohydrate Research, 1984 , vol. 129, p. 99 - 110