(3S,4r)-1-boc-3-羟基甲基-4-(4-氟苯基)-哌啶合成路线 （共 32 条）
反应条件
1: ammonium formate / Pd/C / methanol / 0.5 h / Heating
2: 0.702 g / CH2Cl2 / 2 h / 20 °C
3: Et3N / tetrahydrofuran / 0.17 h / 20 °C
4: KOt-Bu / tetrahydrofuran / 0.5 h / 0 °C
5: 0.327 g / TBAF / tetrahydrofuran / 12 h
View Scheme
参考文献
Johnson; Curtis; Beak
Journal of the American Chemical Society, 2001 , vol. 123, # 5 p. 1004 - 1005
反应条件
1: aq. HCl / CHCl3 / 3 h
2: 0.761 g / NaBH4 / methanol / 1 h
3: ammonium formate / Pd/C / methanol / 0.5 h / Heating
4: 0.702 g / CH2Cl2 / 2 h / 20 °C
5: Et3N / tetrahydrofuran / 0.17 h / 20 °C
6: KOt-Bu / tetrahydrofuran / 0.5 h / 0 °C
7: 0.327 g / TBAF / tetrahydrofuran / 12 h
View Scheme
参考文献
Johnson; Curtis; Beak
Journal of the American Chemical Society, 2001 , vol. 123, # 5 p. 1004 - 1005
反应条件
sodium hydroxide in water; toluene
参考文献
Sumika Fine Chemicals Co., Ltd.
Patent: US5948914 A1, 1999 ;
反应条件
1: 79 percent / MeOH; NaH / toluene / 4 h / Heating
2: 98 percent / BH3 / tetrahydrofuran / 18 h / Heating
3: CAN / acetonitrile; H2O / 0.5 h / 20 °C
4: 268 mg / NaOH / toluene; H2O / 3 h / 20 °C
View Scheme
参考文献
Hughes, Gregory; Kimura, Masanari; Buchwald, Stephen L.
Journal of the American Chemical Society, 2003 , vol. 125, # 37 p. 11253 - 11258
反应条件
1: CAN / acetonitrile; H2O / 0.5 h / 20 °C
2: 268 mg / NaOH / toluene; H2O / 3 h / 20 °C
View Scheme
参考文献
Hughes, Gregory; Kimura, Masanari; Buchwald, Stephen L.
Journal of the American Chemical Society, 2003 , vol. 125, # 37 p. 11253 - 11258
反应条件
1: 98 percent / BH3 / tetrahydrofuran / 18 h / Heating
2: CAN / acetonitrile; H2O / 0.5 h / 20 °C
3: 268 mg / NaOH / toluene; H2O / 3 h / 20 °C
View Scheme
参考文献
Hughes, Gregory; Kimura, Masanari; Buchwald, Stephen L.
Journal of the American Chemical Society, 2003 , vol. 125, # 37 p. 11253 - 11258
反应条件
1: 85 percent / DBU / tetrahydrofuran / 6 h / 23 °C
2: (S,S)-[(salen)Al]2O; t-BuOH / cyclohexane / 54 h / 20 °C
3: 86 percent / Raney nickel / toluene; methanol / 14 h / 75 °C / 33614.6 Torr
4: sodium methoxide / toluene; methanol / 1 h / 75 °C
5: lithium aluminum hydride / tetrahydrofuran; toluene / 5 h / 75 °C
6: 359 mg / aq. sodium hydroxide / tetrahydrofuran / 14 h / 20 °C
View Scheme
参考文献
Taylor, Mark S.; Jacobsen, Eric N.
Journal of the American Chemical Society, 2003 , vol. 125, # 37 p. 11204 - 11205
反应条件
1: lithium aluminum hydride / tetrahydrofuran; toluene / 5 h / 75 °C
2: 359 mg / aq. sodium hydroxide / tetrahydrofuran / 14 h / 20 °C
View Scheme
参考文献
Taylor, Mark S.; Jacobsen, Eric N.
Journal of the American Chemical Society, 2003 , vol. 125, # 37 p. 11204 - 11205
反应条件
1: (S,S)-[(salen)Al]2O; t-BuOH / cyclohexane / 54 h / 20 °C
2: 86 percent / Raney nickel / toluene; methanol / 14 h / 75 °C / 33614.6 Torr
3: sodium methoxide / toluene; methanol / 1 h / 75 °C
4: lithium aluminum hydride / tetrahydrofuran; toluene / 5 h / 75 °C
5: 359 mg / aq. sodium hydroxide / tetrahydrofuran / 14 h / 20 °C
View Scheme
参考文献
Taylor, Mark S.; Jacobsen, Eric N.
Journal of the American Chemical Society, 2003 , vol. 125, # 37 p. 11204 - 11205
反应条件
1: sodium methoxide / toluene; methanol / 1 h / 75 °C
2: lithium aluminum hydride / tetrahydrofuran; toluene / 5 h / 75 °C
3: 359 mg / aq. sodium hydroxide / tetrahydrofuran / 14 h / 20 °C
View Scheme
参考文献
Taylor, Mark S.; Jacobsen, Eric N.
Journal of the American Chemical Society, 2003 , vol. 125, # 37 p. 11204 - 11205
