三-O-苄基-D-半乳醛合成路线 (共 29 条)
反应条件
1: 3,6-di-O-benzyl-D-glucal With 4 A molecular sieve; sodium hydrogencarbonate; Dess-Martin periodane in dichloromethane T=20°C; 2: With sodium tetrahydroborate in methanol; dichloromethane T=-5°C; 3: benzyl bromide With sodium hydride in N,N-dimethyl-formamide T=20°C;
参考文献
Organic Letters, , vol. 6, # 1 p. 119 - 121
反应条件
1: D-galactal With sodium hydride in N,N-dimethyl-formamide; mineral oil T=0°C; 2 h; Inert atmosphere; 2: benzyl bromide in N,N-dimethyl-formamide; mineral oil T=0°C; 3 h; Inert atmosphere;
参考文献
Journal of Organic Chemistry, , vol. 76, # 13 p. 5207 - 5218
反应条件
W-2 Raney nickel in ethanol; toluene; benzene T=0°C; 3 h;
参考文献
Tamarez, Maria M.; Franck, Richard W.; Geer, Aloma
Tetrahedron, 2003 , vol. 59, # 24 p. 4249 - 4259
反应条件
1: D-galactal With sodium hydride in N,N-dimethyl-formamide T=0°C; 2 h; 2: benzyl bromide in N,N-dimethyl-formamide T=0°C; 3 h; Further stages.;
参考文献
Journal of Organic Chemistry, , vol. 66, # 24 p. 8165 - 8176
反应条件
1: acetic acid; zinc / water / -20 - 0 °C / Inert atmosphere 2: methanol; sodium methylate / 20 °C / Inert atmosphere 3: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 4 h / 0 - 60 °C / Inert atmosphere View Scheme
参考文献
Organic Letters, , vol. 14, # 1 p. 174 - 177
反应条件
1: hydrogen bromide; acetic acid / 12 h / 20 °C / Inert atmosphere 2: acetic acid; zinc / water / -20 - 0 °C / Inert atmosphere 3: methanol; sodium methylate / 20 °C / Inert atmosphere 4: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 4 h / 0 - 60 °C / Inert atmosphere View Scheme
参考文献
Organic Letters, , vol. 14, # 1 p. 174 - 177
反应条件
sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate in tert-butyl alcohol; benzene 96 h;
参考文献
Gardiner, John M.; Mills, Richard; Fessard, Thomas
Tetrahedron Letters, 2004 , vol. 45, # 6 p. 1215 - 1217
反应条件
1: 1) AcBr, H2O, 2) Zn, CuSO4*5H2O / 1) CHCl3, 20 deg C, 1 h, 2) AcOH, H2O, 0 deg C, 1 h 2: 98 percent / NaH / dimethylformamide / 1 h View Scheme
参考文献
Bulletin of the Chemical Society of Japan, , vol. 72, # 4 p. 765 - 777
反应条件
samarium diiodide; tetrabutyl ammonium fluoride; cyclohexanone 1.) THF, 20 deg C, 10 min, 2.) THF, 0 deg C, 5 min; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Chemistry - A European Journal, , vol. 4, # 4 p. 655 - 671
反应条件
samarium diiodide; tetrabutyl ammonium fluoride; cyclohexanone 1.) THF, 20 deg C, 10 min, 2.) THF, 0 deg C, 5 min; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Chemistry - A European Journal, , vol. 4, # 4 p. 655 - 671