2',3',5'-三乙酰尿苷合成路线 (共 45 条)
反应条件
1: 4-nitrobenzaldoxime, N,N,N',N'-tetramethylguanidine / dioxane; H2O / 0.05 h / 20 °C 2: pyridine / 1 h / 20 °C View Scheme
参考文献
Zhou, X.-X.; Welch, C.J.; Chattopadhyaya, J.
Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1986 , vol. 40, # 10 p. 806 - 816
反应条件
1: 4-nitrobenzaldoxime, N,N,N',N'-tetramethylguanidine / dioxane; H2O / 0.05 h / 20 °C 2: pyridine / 1 h / 20 °C View Scheme
参考文献
Zhou, X.-X.; Welch, C.J.; Chattopadhyaya, J.
Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1986 , vol. 40, # 10 p. 806 - 816
反应条件
1.1: 4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 20 °C 2.1: N,O-bis(trimethylsilyl) trifluoroacetamide / acetonitrile / 0.5 h / 20 °C / Inert atmosphere 2.2: 20 °C / Inert atmosphere View Scheme
参考文献
Zhang, Qingju; Sun, Jiansong; Zhu, Yugen; Zhang, Fuyi; Yu, Biao
Angewandte Chemie - International Edition, 2011 , vol. 50, # 21 p. 4933 - 4936
反应条件
BiBr3; trimethylsilyl bromide 1) CH2Cl2, rt, 10 min; 2) CH3CN, rt, 4 h; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Winum, Jean-Yves; Kamal, Mehrnaz; Barragan, Veronique; Leydet, Alain; Montero, Jean-Louis
Synthetic Communications, 1998 , vol. 28, # 4 p. 603 - 606
反应条件
pyridine; 4-(N,N-dimethlyamino)pyridine
参考文献
Lazrek, Hassan B.; Engels, Joachim W.; Pfleiderer, Wolfgang
Nucleosides and Nucleotides, 1998 , vol. 17, # 9-11 p. 1851 - 1856
反应条件
1: methanol. NH3 2: pyridine 3: methanol. NH3 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
methanol; water; triethylamine T=71°C; Microwave irradiation;
参考文献
Meier, Lidiane; Monteiro, Gustavo C.; Baldissera, Rodrigo A.M.; Sa, Marcus Mandolesi
Journal of the Brazilian Chemical Society, 2010 , vol. 21, # 5 p. 859 - 866
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
Reese, Colin B.; Ubasawa, Aiko
Tetrahedron Letters, 1980 , vol. 21, p. 2265 - 2268
反应条件
1: thionyl chloride, N,N-dimethylformamide / CHCl3 / 6.5 h / Heating 2: ethanol / 1.) 1 h, room temp. 2.) 2 h, reflux 3: 86.3 percent / pyridine / 1.) 0 deg C, 2 h, 2.) 3 h, room temp. 4: 83.6 percent / dimethylsulfoxide, oxalyl chloride / CH2Cl2 / 2 h / -70 °C 5: 17.4 percent / Me3Al, 2,4,6-tri-tert-butylphenol / hexane; toluene; diethyl ether / 1.5 h / -78 °C 6: 94.5 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.33 h 7: 95.6 percent / NH3 / methanol / 48 h / 100 °C View Scheme
参考文献
Matsuda; Itoh; Takenuki; Sasaki; Ueda
Chemical and Pharmaceutical Bulletin, 1988 , vol. 36, # 3 p. 945 - 953
反应条件
1: 91 percent / LiBr, ceric ammonium nitrate (CAN) / acetonitrile / 1.5 h / 80 °C 2: 87 percent / 0.1 M NaOMe / methanol / 1 h / Ambient temperature View Scheme
参考文献
Asakura, Jun-ichi; Robins, Morris J.
Journal of Organic Chemistry, 1990 , vol. 55, # 16 p. 4928 - 4933