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: 80 percent / SnCl2 / 1,2-dichloro-ethane / 0.03 h
2: H2Se(g), 4-(dimethylamino)pyridine / ethanol / 0.5 h / 23 °C
3: ethanol / 0.5 h
4: 55 percent / methanol / Ambient temperature; overnight
5: 85 percent / NH3(g) / methanol / 1) 10 deg C, 8 h; 2) room temp., overnight
View Scheme
参考文献
Cook; McNamara
Journal of Heterocyclic Chemistry, 1986 , vol. 23, # 1 p. 155 - 160
反应条件
1: 92 percent / SnCl4 / 1,2-dichloro-ethane / 0.75 h / Heating
2: 91 percent / NaOMe / tetrahydrofuran / 1.)10 deg C, 48 h 2.)add Amberlite IR-120 (H+), 3 h
3: 65 percent / aq. KOH / 1 h / Heating
View Scheme
参考文献
Katz, David J.; Wise, Dean S.; Townsend, Leroy B.
Journal of Heterocyclic Chemistry, 1983 , vol. 20, p. 369 - 379
反应条件
1: 1.) hexamethyldisilazane, ammonium sulfate, 2.) trimethylsilyl trifluoromethanesulfonate / 1.) reflux, 2 h, 2.) CH2Cl2, RT, 24 h
2: 92 percent / NH3, MeOH / 24 h / 4 °C
View Scheme
参考文献
Mao, David T.; Driscoll, John S.; Marquez, Victor E.
Journal of Medicinal Chemistry, 1984 , vol. 27, # 2 p. 160 - 164
反应条件
1: SnCl4 / 1,2-dichloro-ethane / 4 h / Ambient temperature
2: H2 / Pd/C / methanol; H2O; acetic acid
3: NH3/MeOH
View Scheme
参考文献
Mao, David T.; Driscoll, John S.; Marquez, Victor E.
Journal of Medicinal Chemistry, 1984 , vol. 27, # 2 p. 160 - 164
反应条件
1: 79 percent / BF3*Et2O / nitromethane / 2 h / Heating
2: 98 percent / MeONa / methanol / 2 h / 20 - 60 °C / pH 11.0
3: 77 percent / aq. AcONa / 24 h / 20 °C / pH 4.5 - 5.0
View Scheme
参考文献
Lin, Wenqing; Li, Hong; Ming, Xin; Seela, Frank
Organic and Biomolecular Chemistry, 2005 , vol. 3, # 9 p. 1714 - 1718
反应条件
1: SnCl4 / acetonitrile / 2 h / Ambient temperature
2: 86 percent / CH3OH, NaOMe / tetrahydrofuran / Ambient temperature
View Scheme
参考文献
Wanner; Koomen; Pandit
Tetrahedron, 1983 , vol. 39, # 22 p. 3673 - 3681
反应条件
1: 86 percent / TMSN3 / SnCl4 / CH2Cl2
2: 1.) H2; 2.) DCC / 1.) PtO2 / 1.) acetone
3: 2.) Dowex 50W-X8 / 1.) NaOMe / 1.) MeOH
4: Dowex 50W-X8 / acetone
5: 1.) 1H-tetrazole; 2.) m-CPBA / 1.) CH2Cl2
6: 64 percent / H2 / Pd-C / aq. ethanol
7: TFA / H2O / 24 h / Ambient temperature
View Scheme
参考文献
Harris Boschelli; Powell; Sharky; Semmelhack
Tetrahedron Letters, 1989 , vol. 30, # 13 p. 1599 - 1600
反应条件
1: 40 percent / stannic chloride / 1,2-dichloro-ethane / 3 h / Ambient temperature
2: 1.) BCl3; 2.) CH3OH / 1.) CH2Cl2, -78 deg C, 2 h; 2.) -78 deg C, 2 h, room temp. 30 min.
3: 60 percent / phosphorus pentasulfide / pyridine; H2O / 12 h / Heating
4: 1.) 1N NaOH; 2.) 1N NaOH / 1.) aq. ethanol, room temp., 2 h; 2.) room temp., 1 h.
5: 42 percent / NH3 (l) / 4 h / 150 °C / steel bomb
View Scheme
参考文献
Gagnier; Halat; Otter
Journal of Heterocyclic Chemistry, 1984 , vol. 21, # 2 p. 481 - 489
反应条件
1: stannic chloride / 1,2-dichloro-ethane / 18 h / Ambient temperature
2: NH3 / methanol / 24 h / Ambient temperature
View Scheme
参考文献
Patil, Vemanna D.; Wise, Dean S.; Wotring, Linda L.; Bloomer, Linda C.; Townsend, Leroy B.
Journal of Medicinal Chemistry, 1985 , vol. 28, # 4 p. 423 - 427
反应条件
1: 1.) hexamethyldisilazane, ammonium sulfate, 2.) Me3SiCl, CF3SO3Cl / 1.) acetonitrile, reflux, 2.) acetonitrile, reflux, 3 h
2: 80 percent / NH3 / methanol / 24 h / 4 °C
View Scheme
参考文献
Manfredini, Stefano; Bazzanini, Rita; Baraldi, Pier Giovanni; Guarneri, Mario; Simoni, Daniele; et al.
Journal of Medicinal Chemistry, 1992 , vol. 35, # 5 p. 917 - 924
