1-叠氮基-2,3,5-三苯甲酰氧基-beta-D-呋喃核糖合成路线 (共 15 条)
反应条件
trimethylsilyl trifluoromethanesulfonate; trimethylsilylazide in dichloromethane
216 h; Ambient temperatureother catalysts;
参考文献
Stimac, Anton; Kobe, Joze
Carbohydrate Research, 1992 , vol. 232, # 2 p. 359 - 365
反应条件
1: 95 percent / K2CO3 / dimethylsulfoxide / 15 h / 23 °C
2: 98 percent / NaOMe / methanol / 2 h / 23 °C
3: NH3 / methanol / 5 h / 0 °C
4: 91 percent / Et3N / DMAP / acetonitrile / 1 h / 23 °C
5: 65 percent / (CF3CO)2O; pyridine / tetrahydrofuran / -12 - -2 °C
6: 72 percent / Et3N / H2O; methanol / Heating
View Scheme
参考文献
Earl; Townsend
Canadian Journal of Chemistry, 1980 , vol. 58, # 23 p. 2550 - 2561
反应条件
1: 75.1 percent / toluene / 1.) 50 - 55 deg C, 5 d, 2.) 70 deg C, 2 d
2: 89.3 percent / methanolic ammonia / 48 h / 25 °C
View Scheme
参考文献
Earl; Townsend
Canadian Journal of Chemistry, 1980 , vol. 58, # 23 p. 2550 - 2561
反应条件
1: 38 percent / toluene / 0.75 h / 110 °C
2: 93 percent / NaN3 / dimethylformamide / 20 h / 70 °C
3: 95 percent / NH3 / methanol / 120 h / Ambient temperature
View Scheme
参考文献
Schoerkhuber, Wolfgang; Zbiral, Erich
Chemische Berichte, 1981 , vol. 114, # 9 p. 3165 - 3169
反应条件
1: 1.) H2; 2.) DCC / 1.) PtO2 / 1.) acetone
2: 2.) Dowex 50W-X8 / 1.) NaOMe / 1.) MeOH
3: Dowex 50W-X8 / acetone
4: 1.) 1H-tetrazole; 2.) m-CPBA / 1.) CH2Cl2
5: 64 percent / H2 / Pd-C / aq. ethanol
6: 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