2,3,4,6-四-o-苄基-D-吡喃葡萄糖合成路线 （共 109 条）
反应条件
diethyl-trichloromethyl-amine 1.) dichloromethane, 25 deg C, 3 h, 2.) dichloromethane, reflux, 5 d; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Copeland, Christopher; McAdam, David P.; Stick, Robert V.
Australian Journal of Chemistry, 1983 , vol. 36, # 6 p. 1239 - 1247
反应条件
1: 100 percent / LiAlH4 / tetrahydrofuran / Ambient temperature 2: 1.) TFAA, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1.5 h, 2.) CH2Cl2, -78 deg C to r.t., 30 min 3: 77 percent / NaBH3CN, molecular sieves 3 Angstroem / methanol / 0.5 h / Ambient temperature 4: 91 percent / Li, NH3 / tetrahydrofuran / 2.5 h / -78 °C View Scheme
参考文献
Matos, Carlos R. R.; Lopes, Rosangela S. C.; Lopes, Claudio C.
Synthesis, 1999 , # 4 p. 571 - 573
反应条件
1: 59 percent / AgOTf, tetramethylurea, molecular sieves 4A / CH2Cl2 / 3 h / Ambient temperature 2: H2 / Pd(OH)2 / methanol; ethyl acetate; H2O View Scheme
参考文献
Nishizawa; Kodama; Yamane; Kayano; Hatakeyama; Yamada
Chemical and Pharmaceutical Bulletin, 1994 , vol. 42, # 4 p. 982 - 984
反应条件
1.1: p-toluenesulfonyl chloride; triethylbenzylammonium bromide; methallyl alcohol / aq. NaOH / 34 h / 20 °C 1.2: 64 percent / OsO4; pyridine; NaIO4 / tetrahydrofuran; H2O / 3 h / 20 °C 2.1: n-BuLi / tetrahydrofuran; hexane; cyclohexane / 0.08 h / -78 °C 2.2: 14 percent / tetrahydrofuran; hexane; cyclohexane / 0.03 h / -78 °C View Scheme
参考文献
Wardrop, Duncan J; Zhang, Wenming; Fritz, Joseph
Organic letters, 2002 , vol. 4, # 4 p. 489 - 492
反应条件
silver trifluoromethanesulfonate; triethylamine; 4-nitrophenylsulfonyl chloride in dichloromethane 1.) -40-0 deg C, 40 min, 2.) 0 deg C, 3 h;
参考文献
Bulletin of the Chemical Society of Japan, , vol. 53, # 6 p. 1761 - 1762
反应条件
1: With 4-methylmorpholine N-oxide in dichloromethane T=20°C; 0.333333 h; Molecular sieve; 2: With TPAP in dichloromethane T=20°C; 2 h;
参考文献
WO2005/92877 A1, ;
Page/Page column 63 ;
反应条件
diethyl-trichloromethyl-amine in dichloromethane T=25°C; 4 h;
参考文献
Copeland, Christopher; McAdam, David P.; Stick, Robert V.
Australian Journal of Chemistry, 1983 , vol. 36, # 6 p. 1239 - 1247
反应条件
diethyl-trichloromethyl-amine 1.) dichloromethane, 25 deg C, 3 h, 2.) dichloromethane, reflux, 5 d; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Copeland, Christopher; McAdam, David P.; Stick, Robert V.
Australian Journal of Chemistry, 1983 , vol. 36, # 6 p. 1239 - 1247
反应条件
1: 82 percent / Et3N / CH2Cl2 / 2 h / 25 °C
2: 91 percent / H2 / 5percent Pd/C / ethanol; ethyl acetate / 757.6 Torr
View Scheme
参考文献
Bols, Mikael; Hansen, Henrik Claus
Acta Chemica Scandinavica, 1993 , vol. 47, # 8 p. 818 - 822
