(5S)-5-({[(2-甲基-2-丙基)(二苯基)硅烷基]氧基}甲基)-2(5H)-呋喃酮合成路线 （共 17 条）
反应条件
1: 72 percent / 80percent aq. AcOH / 1.5 h / Heating
2: 96 percent / acetone / 2.5 h / Heating
3: 96 percent / Raney Ni / tetrahydrofuran / 2.5 h / Heating
View Scheme
参考文献
Raveendranath; Blazis; Agyei-Aye; Hebbler; Gentile; Hawkins; Johnson; Baker
Carbohydrate Research, 1994 , vol. 253, p. 207 - 223
反应条件
1: 83 percent / 2N borane dimethylsulfide / tetrahydrofuran / 15 h / 0 °C
2: 71.5 percent / triethylamine, 4,4-dimethylaminopyridine / CH2Cl2 / 3.5 h / Ambient temperature
3: 1.) lithium hexamethyldisilazide / 1.) THF, hexane, -78 deg C, 25 min; 2.) THF, hexane
4: 30percent H2O2 / 0 °C
View Scheme
参考文献
Hanessian, S.; Murray, P. J.
Tetrahedron, 1987 , vol. 43, # 21 p. 5055 - 5072
反应条件
1: 71.5 percent / triethylamine, 4,4-dimethylaminopyridine / CH2Cl2 / 3.5 h / Ambient temperature
2: 1.) lithium hexamethyldisilazide / 1.) THF, hexane, -78 deg C, 25 min; 2.) THF, hexane
3: 30percent H2O2 / 0 °C
View Scheme
参考文献
Hanessian, S.; Murray, P. J.
Tetrahedron, 1987 , vol. 43, # 21 p. 5055 - 5072
反应条件
1: 74 percent
2: 83 percent / 2N borane dimethylsulfide / tetrahydrofuran / 15 h / 0 °C
3: 71.5 percent / triethylamine, 4,4-dimethylaminopyridine / CH2Cl2 / 3.5 h / Ambient temperature
4: 1.) lithium hexamethyldisilazide / 1.) THF, hexane, -78 deg C, 25 min; 2.) THF, hexane
5: 30percent H2O2 / 0 °C
View Scheme
参考文献
Hanessian, S.; Murray, P. J.
Tetrahedron, 1987 , vol. 43, # 21 p. 5055 - 5072
反应条件
nickel in tetrahydrofuran
4 h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Hanessian, S.; Murray, P. J.
Tetrahedron, 1987 , vol. 43, # 21 p. 5055 - 5072
反应条件
1: 81 percent / conc aq. HCl / ethanol / 2 h / Ambient temperature
2: 87 percent / imidazole / dimethylformamide / 1.5 h / Ambient temperature
View Scheme
参考文献
Jeong; Beach; Chu
Journal of Heterocyclic Chemistry, 1993 , vol. 30, # 5 p. 1445 - 1452
反应条件
1: 1.) lithium hexamethyldisilazide / 1.) THF, hexane, -78 deg C, 25 min; 2.) THF, hexane
2: 30percent H2O2 / 0 °C
View Scheme
参考文献
Hanessian, S.; Murray, P. J.
Tetrahedron, 1987 , vol. 43, # 21 p. 5055 - 5072
