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
1: 61 percent / 1) sodium hydride (60percent in oil) / 1) acetonitrile, RT, 30 min; 2) acetonitrile, 18 h 2: 1) H2S/1M sodium methoxide; 2) 1M sodium methoxide / 1) anhydr. MeOH, reflux, 2 h; 2) reflux, 1 h View Scheme
参考文献
Hanna; Ramasamy; Robins; Revankar
Journal of Heterocyclic Chemistry, 1988 , vol. 25, # 6 p. 1899 - 1903
反应条件
1: 51 percent / 1) sodium hydride (60percent in oil) / 1) acetonitrile, RT, 30 min; 2) acetonitrile, 20 h 2: 68 percent / NH3 / methanol / 20 h / Ambient temperature View Scheme
参考文献
Hanna; Ramasamy; Robins; Revankar
Journal of Heterocyclic Chemistry, 1988 , vol. 25, # 6 p. 1899 - 1903
反应条件
1: 90 percent / KOH, cryptand TDA-1 / acetonitrile / 0.75 h / Ambient temperature 2: 72 percent / NH3 / methanol / 12 h / 50 °C 3: N2H4 / 1 h / 80 °C 4: Raney nickel / ethanol / 2 h / Heating View Scheme
参考文献
Seela; Bourgeois
Synthesis, 1988 , # 12 p. 938 - 943
反应条件
1: 90 percent / KOH, cryptand TDA-1 / acetonitrile / 0.75 h / Ambient temperature 2: 72 percent / NH3 / methanol / 12 h / 50 °C 3: N2H4 / 1 h / 80 °C 4: Raney nickel / ethanol / 2 h / Heating 5: 40 percent / NH3, H2 / 10percent Pd/C / methanol / 30 h / Ambient temperature View Scheme
参考文献
Seela; Bourgeois
Synthesis, 1988 , # 12 p. 938 - 943
反应条件
1: 1.) KOH / 1.) tris-<2-(2-methoxyethoxy)ethyl>amine / 1.) MeCN, room temp., 5 min, 2.) room temp., 15 min 2: 84 percent / NH3 / methanol / 24 h / Ambient temperature 3: 78 percent / pyridine, N,N-diisopropylethylamine / 3 h / Ambient temperature 4: 76 percent / 4-dimethylaminopyridine / acetonitrile / 16 h / Ambient temperature 5: 75 percent / n-Bu3SnH, 2,2'-azobis(2-methyl)propionitrile / toluene / 2 h / 75 °C 6: 67 percent / 80percent aq. AcOH / 0.5 h / Ambient temperature 7: 75 percent / H2, conc. aq. NH3 / 10percent Pd/C / methanol / 3 h / Ambient temperature View Scheme
参考文献
Seela; Muth; Bindig
Synthesis, 1988 , # 9 p. 670 - 674
反应条件
1: 20 percent / KOH, TDA-1 / acetonitrile / 0.5 h / Ambient temperature
2: 84 percent / NH3 / methanol / 72 h / 50 °C
View Scheme
参考文献
Seela; Lampe
Helvetica Chimica Acta, 1993 , vol. 76, # 6 p. 2388 - 2397
反应条件
1: 1.) NaH / 1.) CH3CN, RT, 30 min, 2.) CH3CN, RT, 18 h
2: 67 percent / NH3 / methanol / 4 °C
View Scheme
参考文献
Hanna; Bhattacharya; Robins; Avery; Revankar
Journal of Medicinal Chemistry, 1994 , vol. 37, # 1 p. 177 - 183
反应条件
1: 1.) KOH / 1.) tris-<2-(2-methoxyethoxy)ethyl>amine / 1.) MeCN, room temp., 5 min, 2.) room temp., 15 min
2: 84 percent / NH3 / methanol / 24 h / Ambient temperature
3: 78 percent / pyridine, N,N-diisopropylethylamine / 3 h / Ambient temperature
4: 76 percent / 4-dimethylaminopyridine / acetonitrile / 16 h / Ambient temperature
5: 75 percent / n-Bu3SnH, 2,2'-azobis(2-methyl)propionitrile / toluene / 2 h / 75 °C
6: 67 percent / 80percent aq. AcOH / 0.5 h / Ambient temperature
View Scheme
参考文献
Seela; Muth; Bindig
Synthesis, 1988 , # 9 p. 670 - 674
反应条件
1: NaH / acetonitrile
2: 87 percent / MeONa / methanol
View Scheme
参考文献
Anderson-McKay, Janet E.; Both, Gerald W.; Simpson, Gregory W.
Nucleosides and Nucleotides, 1996 , vol. 15, # 7-8 p. 1307 - 1313
反应条件
1: 1) sodium hydride (60percent in oil) / 1) acetonitrile, RT, 0.5 h; 2) acetonitrile, RT, 2 h
2: 86 percent / methanol / 1 h / Heating
View Scheme
参考文献
Ramasamy; Imamura; Robins; Revankar
Tetrahedron Letters, 1987 , vol. 28, # 43 p. 5107 - 5110
