Fagomine; 桑叶生物碱; (2R,3R,4R)-2-羟甲基哌啶-3,4-二醇合成路线 (共 56 条)
反应条件
1.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran; ethanol / 2 h / -78 °C 1.2: -78 °C 2.1: 1H-imidazole / N,N-dimethyl-formamide / 2 h / 20 °C 3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.08 h / 0 °C 3.2: 5 h / 0 °C 4.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 20 h / 25 °C / Inert atmosphere 4.2: 0.5 h / 25 °C 5.1: triethylamine / dichloromethane / 2 h / 0 °C 6.1: 20 palladium hydroxide on charcoal; hydrogen / methanol / 20 °C / 760.05 Torr 7.1: hydrogenchloride; water / 24 h / 20 °C View Scheme
参考文献
Tetrahedron, , vol. 67, # 48 p. 9426 - 9432
反应条件
1.1: 1H-imidazole / N,N-dimethyl-formamide / 2 h / 20 °C 2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.08 h / 0 °C 2.2: 5 h / 0 °C 3.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 20 h / 25 °C / Inert atmosphere 3.2: 0.5 h / 25 °C 4.1: triethylamine / dichloromethane / 2 h / 0 °C 5.1: 20 palladium hydroxide on charcoal; hydrogen / methanol / 20 °C / 760.05 Torr 6.1: hydrogenchloride; water / 24 h / 20 °C View Scheme
参考文献
Tetrahedron, , vol. 67, # 48 p. 9426 - 9432
反应条件
1.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 20 h / 25 °C / Inert atmosphere 1.2: 0.5 h / 25 °C 2.1: triethylamine / dichloromethane / 2 h / 0 °C 3.1: 20 palladium hydroxide on charcoal; hydrogen / methanol / 20 °C / 760.05 Torr 4.1: hydrogenchloride; water / 24 h / 20 °C View Scheme
参考文献
Tetrahedron, , vol. 67, # 48 p. 9426 - 9432
反应条件
1: triethylamine / dichloromethane / 2 h / 0 °C 2: 20 palladium hydroxide on charcoal; hydrogen / methanol / 20 °C / 760.05 Torr 3: hydrogenchloride; water / 24 h / 20 °C View Scheme
参考文献
Tetrahedron, , vol. 67, # 48 p. 9426 - 9432
反应条件
1: 20 palladium hydroxide on charcoal; hydrogen / methanol / 20 °C / 760.05 Torr 2: hydrogenchloride; water / 24 h / 20 °C View Scheme
参考文献
Tetrahedron, , vol. 67, # 48 p. 9426 - 9432
反应条件
1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.08 h / 0 °C 1.2: 5 h / 0 °C 2.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 20 h / 25 °C / Inert atmosphere 2.2: 0.5 h / 25 °C 3.1: triethylamine / dichloromethane / 2 h / 0 °C 4.1: 20 palladium hydroxide on charcoal; hydrogen / methanol / 20 °C / 760.05 Torr 5.1: hydrogenchloride; water / 24 h / 20 °C View Scheme
参考文献
Tetrahedron, , vol. 67, # 48 p. 9426 - 9432