2',3',5'-三乙酰尿苷合成路线 (共 45 条)
反应条件
1: 98 percent / F2/N2 (20/80) / acetic acid / 0.5 h 3: 70 percent / conc. aq. NH3 / dioxane / 1 h 4: 55 percent / NH3 / methanol View Scheme
参考文献
Krug, A.; Schmidt, S.; Lekschas, J.; Lemke, K.; Cech, D.
Journal fuer Praktische Chemie (Leipzig), 1989 , vol. 331, # 5 p. 835 - 842
反应条件
1: 65 percent / 4-chlorophenyldichlorophosphate / pyridine / 18 h / Ambient temperature 2: NH3 / ethanol / Ambient temperature 3: aq. NH3 View Scheme
参考文献
Shaver, Sammy R.; Pendergast, William; Siddiqi, Suhaib M.; Yerxa, Benjamin R.; Croom, Dallas K.; Dougherty, Robert W.; James, Michael K.; Neil Jones; Rideout, Janet L.
Nucleosides and Nucleotides, 1997 , vol. 16, # 7-9 p. 1099 - 1102
反应条件
1: iodine; ammonium cerium (IV) nitrate / acetonitrile / 80 °C 2: triethylamine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide 3: tetrabutyl ammonium fluoride / acetonitrile 4: sodium hydroxide / ethanol View Scheme
参考文献
Dojahn, Claudine M.; Hesse, Marlen; Arenz, Christoph
Chemical Communications, 2013 , vol. 49, # 30 p. 3128 - 3130
反应条件
1: 65 percent / 4-chlorophenyldichlorophosphate / pyridine / 18 h / Ambient temperature 2: ethanol / Ambient temperature 3: aq. NH3 View Scheme
参考文献
Shaver, Sammy R.; Pendergast, William; Siddiqi, Suhaib M.; Yerxa, Benjamin R.; Croom, Dallas K.; Dougherty, Robert W.; James, Michael K.; Neil Jones; Rideout, Janet L.
Nucleosides and Nucleotides, 1997 , vol. 16, # 7-9 p. 1099 - 1102
反应条件
1,3-dibromo-5,5-dimethyl-hydantoin; trimethylsilyl trifluoromethanesulfonate in dichloromethane T=40°C; 2 h;
参考文献
Rayala, Ramanjaneyulu; Wnuk, Stanislaw F.
Tetrahedron Letters, 2012 , vol. 53, # 26 p. 3333 - 3336
反应条件
1: 96 percent / I2, ceric ammonium nitrate (CAN) / acetonitrile / 1 h / 80 °C / other conditions and reagents investigated 2: 94 percent / 0.1 M NaOMe / methanol / 1 h / Ambient temperature View Scheme
参考文献
Meneghesso, Silvia; Vanderlinden, Evelien; Stevaert, Annelies; McGuigan, Christopher; Balzarini, Jan; Naesens, Lieve
Antiviral Research, 2012 , vol. 94, # 1 p. 35 - 43
反应条件
1: methanol. NH3 2: pyridine 3: methanol. NH3 4: aqueous H2SO4 View Scheme
参考文献
Brown et al.
Journal of the Chemical Society, 1956 , p. 2388,2392
Journal of the Chemical Society, 1958 , p. 3028,3032
反应条件
1: 77 percent / p-ClPhOPOCl2 / pyridine / 48 h 2: 85 percent / NaSH / acetone; H2O / 0.25 h 3: 89 percent / NaOMe View Scheme
参考文献
El-Tayeb, Ali; Qi, Aidong; Nicholas, Robert A.; Mueller, Christa E.
Journal of Medicinal Chemistry, 2011 , vol. 54, # 8 p. 2878 - 2890
反应条件
1: 97 percent / triflic acid, 1-nitropyrazole / acetonitrile / 28 h / Ambient temperature 2: 80 percent / NaOMe / methanol / 0.5 h / Ambient temperature View Scheme
参考文献
Giziewicz, Jerzy; Wnuk, Stanislaw F.; Robins, Morris J.
Journal of Organic Chemistry, 1999 , vol. 64, # 6 p. 2149 - 2151
反应条件
1: 94 percent / LiCl, ceric ammonium nitrate (CAN) / acetonitrile; acetic acid / 6 h / 80 °C / other conditions investigated 2: 88 percent / 0.1 M NaOMe / methanol / 1 h / Ambient temperature View Scheme
参考文献
Chatelain, Gregory; Debing, Yannick; De Burghgraeve, Tine; Zmurko, Joanna; Saudi, Milind; Rozenski, Jef; Neyts, Johan; Van Aerschot, Arthur
European Journal of Medicinal Chemistry, 2013 , vol. 65, p. 249 - 255