1-Alpha-氯-3,5-二-O-对甲苯甲酰基-2-脱氧-D-呋喃核糖合成路线 (共 54 条)
反应条件
sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate in dichloromethane
Ambient temperatureliquid-liquid phase-transfer glycosylation; Yield given;
参考文献
Seela, Frank; Westermann, Bernhard; Bindig, Uwe
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1988 , p. 697 - 702
反应条件
sodium hydroxide; ammonia; Aliquatreg; 336
1.) C6H6, dimethoxyethane, 2.) CH3OH, 24 h, room temp.; Yield given. Multistep reaction;
参考文献
Wilson; Hager; El-Kattan; Liotta
Synthesis, 1995 , # 12 p. 1465 - 1479
反应条件
1: 1.) KOH, tris<2-(2-methoxyethoxy)ethyl>amine (TDA-1) / 1.) MeCN, 40 deg C, 2.) 40 deg C, 15 min.
2: 86 percent / NH3/MeOH / 48 h / Ambient temperature
View Scheme
参考文献
Serafinowski
Synthesis, 1990 , # 9 p. 757 - 760
反应条件
1: 68 percent / KOH / tris<2-(2-methoxyethoxy)ethyl>amin (TDA-1) / acetonitrile / 0.25 h / Ambient temperature
2: 83 percent / 3-chloroperbenzoic acid (70percent) / methanol / 0.5 h / Ambient temperature
3: 85 percent / NH3, MeOH / 20 h / Ambient temperature
4: 47 percent / 25percent aq. NH3, 30percent H2O2 / 24 h / 60 °C
View Scheme
参考文献
Serafinowski
Synthesis, 1990 , # 9 p. 757 - 760
反应条件
1: 1.) sodium hydride / 1.) acetonitrile, RT, 1 h, 2.) acetonitrile, RT, 15 min
2: 94 percent / ammonia / methanol / 32 h / 60 °C
View Scheme
参考文献
Wright, George E.; Hildebrand, Catherine; Freese, Stephen; Dudycz, Lech W.; Kazimierczuk, Zygmunt
Journal of Organic Chemistry, 1987 , vol. 52, # 20 p. 4617 - 4618
反应条件
sodium hydride
1.) CH3CN, RT, 30 min, 2.) CH3CN, 3 h; Multistep reaction. Yields of byproduct given;
参考文献
Revankar, Ganapathi R.; Gupta, Pranab K.; Adams, Alexander D.; Dalley, N. Kent; McKernan, Patricia A.; et al.
Journal of Medicinal Chemistry, 1984 , vol. 27, # 11 p. 1389 - 1396
反应条件
1: 48 percent / powdered KOH, tris<2-(2-methoxy-ethoxy)ethyl>amine / acetonitrile / 0.25 h
2: 76 percent / 0.1M NaOMe / methanol / 1 h
View Scheme
参考文献
Seela; Leonard
Helvetica Chimica Acta, 1996 , vol. 79, # 2 p. 477 - 487
反应条件
1.1: BSA / CHCl3 / 0.17 h / 20 °C
1.2: TMSOTf / CHCl3 / 1 h / 20 °C
2.1: 90 percent / Me3SiCl; NaI / acetonitrile / 0.02 h
View Scheme
参考文献
Yu, Chung-Shan; Oberdorfer, Franz
Synthesis, 1999 , # 12 p. 2057 - 2064
反应条件
copper(l) iodide; 1,1,1,3,3,3-hexamethyl-disilazane
参考文献
Zhang, Di; Xu, Liang; Wei, Xia; Li, Yaming; He, Junlin; Liu, Keliang
Nucleosides, Nucleotides and Nucleic Acids, 2009 , vol. 28, # 10 p. 924 - 942
反应条件
1: 29 percent / 80 percent NaH / acetonitrile / Ambient temperature
2: 88 percent / NH3 / methanol / 96 h / Ambient temperature
View Scheme
参考文献
Kazimierczuk; Binding; Seela
Helvetica Chimica Acta, 1989 , vol. 72, # 7 p. 1527 - 1536