1-乙酰基-2,3,5-三苯甲酰氧基-1-beta-D-呋喃核糖合成路线 （共 164 条）
反应条件
1: 74 percent / hexamethyldisilazane, TMS-Cl, SnCl4 / acetonitrile
2: 87 percent / ammonia / methanol / 15 h / 0 °C
View Scheme
参考文献
Adams, Chris J.; Murray, James B.; Arnold, John R.P.; Stockley, Peter G.
Tetrahedron Letters, 1994 , vol. 35, # 10 p. 1597 - 1600
反应条件
1: 1.) hexamethyldisilazane, H2SO4, pyridine, ammonium sulfate, 2.) trimethylsilyl trifluoromethanesulfonate / 1.) reflux, 16 h, 2.) CH3CN, 18 h
2: 427 mg / sodium methoxide / methanol; dioxane / 17 h / 8 °C
View Scheme
参考文献
Choi, Hyeong-Wook; Choi, Bo Seung; Chang, Jay Hyok; Lee, Kyu Woong; Nam, Do Hyun; Kim, Young Keun; Lee, Jae Hoon; Heo, Taeho; Shin, Hyunik; Kim, No-Soo
Synlett, 2005 , # 12 art. no. U12805ST, p. 1942 - 1944
反应条件
1: trimethylsilyl triflate / acetonitrile / 0.5 h / Ambient temperature
2: MeONa/MeOH / 12 h
3: trifluoroacetic acid / 12 h / Ambient temperature
View Scheme
参考文献
Felczak, Krzysztof; Drabikowska, Alicja K.; Vilpo, Juhani A.; Kulikowski, Tadeusz; Shugar, David
Journal of Medicinal Chemistry, 1996 , vol. 39, # 8 p. 1720 - 1728
反应条件
1: With N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate in acetonitrile
T=130°C; Vorbrueggen glycosylation; 0.0833333 h; microwave irradiation;
2: With ammonia in methanol
T=50°C; 16 h; Title compound not separated from byproducts;
参考文献
Bookser, Brett C.; Raffaele, Nicholas B.
Journal of Organic Chemistry, 2007 , vol. 72, # 1 p. 173 - 179
反应条件
1.1: hexamethyldisilazane; ammonium sulfate / 20 h / Heating
1.2: 64 percent / TMSOTf / 1,2-dichloro-ethane / 5 h / 20 °C
2.1: 92 percent / NH3 / methanol / 20 °C
View Scheme
参考文献
Seela, Frank; Peng, Xiaohua
Nucleosides, Nucleotides and Nucleic Acids, 2004 , vol. 23, # 1-2 p. 227 - 237
反应条件
1: SnCl4 / 1,2-dichloro-ethane / 18 h / Ambient temperature
2: 57 percent / ammonia / methanol / 8 °C
View Scheme
参考文献
Driscoll, John S.; Marquez, Victor E.; Plowman, Jacqueline; Liu, Paul S.; Kelley, James A.; Barchi, Joseph J.
Journal of Medicinal Chemistry, 1991 , vol. 34, # 11 p. 3280 - 3284
反应条件
1: 1.) hexamethyldisilazane (HMDS), (NH4)2SO4, 2.) SnCl4 / 1.) reflux, 18 h, 2.) 1,2-dichloroethane, RT, 24 h
2: 94.8 percent / NaOMe / methanol / 15 h / Ambient temperature; pH 8.5
View Scheme
参考文献
Westover, James D.; Revankar, Ganapathi R.; Robins, Roland K.; Madsen, Randall D.; Ogden, John R.; et al.
Journal of Medicinal Chemistry, 1981 , vol. 24, # 8 p. 941 - 946
反应条件
1: 98 percent / 1,1,1,3,3,3-hexamethyldisilazane; chlorotrimethylsilane; trimethylsilyl trifluoromethanesulfonate / acetonitrile
2: 60 percent
3: 90 percent / Et3N / H2O / 144 h / 60 °C
4: 50 percent
View Scheme
参考文献
LaFrancois, Christopher J.; Fujimoto, June; Sowers, Lawrence C.
Chemical Research in Toxicology, 1998 , vol. 11, # 1 p. 75 - 83
反应条件
1: 77 percent / 1.) hexamethyldisilazane, ammonium sulfate; 2.) stannic chloride / 1.) reflux, 15 h; 2.) 1,2-dichloroethane, 20 h, r.t.
2: 84.8 percent / liquid ammonia / methanol / 30 h / Ambient temperature; in a pressure bottle
View Scheme
参考文献
Meyer Jr.; Revankar; Cook; et al.
Journal of Heterocyclic Chemistry, 1980 , vol. 17, # 1 p. 159 - 169
反应条件
1: 1.) hexamethyldisilazane, ammonium sulfate; 2.) stannic chloride / 1.) reflux, 15 h; 2.) 1,2-dichloroethane, 20 h, r.t.
2: 37 percent / liquid ammonia / 15 h / 100 °C / in a steel bomb
View Scheme
参考文献
Meyer Jr.; Revankar; Cook; et al.
Journal of Heterocyclic Chemistry, 1980 , vol. 17, # 1 p. 159 - 169
