(3S,4R)-4-(4-氟苯基)哌啶-3-甲醇合成路线 （共 30 条）
反应条件
1: 268 mg / NaOH / toluene; H2O / 3 h / 20 °C 2: Cs2CO3 / o-xylene / 20 h / 130 °C 3: 99 mg / TFA / CH2Cl2 / 0.25 h 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: 359 mg / aq. sodium hydroxide / tetrahydrofuran / 14 h / 20 °C 2: triethylamine / toluene / 2 h / 23 °C 3: 86 percent / sodium methoxide / toluene; methanol / 14 h / 80 - 110 °C 4: 99 percent / HCl / propan-2-ol / 5 h / 75 °C View Scheme
参考文献
Journal of the American Chemical Society, , vol. 125, # 37 p. 11204 - 11205
反应条件
palladium in ethanol
参考文献
Astur Pharma
Patent: US2003/18048 A1, 2003 ;
反应条件
lithium aluminium tetrahydride in tetrahydrofuran
4.5 h;
参考文献
Yamada, Shinji; Jahan, Ishrat
Tetrahedron Letters, 2005 , vol. 46, # 50 p. 8673 - 8676
反应条件
ammonium cerium(IV) nitrate in water; acetonitrile
T=20°C; 0.5 h;
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: 77 percent / Et3N / tetrahydrofuran / 4 h / Heating
2: Na2CO3 / CH2Cl2 / 0.5 h
3: 8.36 g / EtONa / ethanol / 0.5 h / Heating
4: 89 percent / CuCl2; t-BuONa; (R)-p-tolBINAP / PMHS; tert-amyl alcohol / fluorobenzene / 0.75 h
5: 79 percent / MeOH; NaH / toluene / 4 h / Heating
6: 98 percent / BH3 / tetrahydrofuran / 18 h / Heating
7: CAN / acetonitrile; H2O / 0.5 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: Na2CO3 / CH2Cl2 / 0.5 h
2: 8.36 g / EtONa / ethanol / 0.5 h / Heating
3: 89 percent / CuCl2; t-BuONa; (R)-p-tolBINAP / PMHS; tert-amyl alcohol / fluorobenzene / 0.75 h
4: 79 percent / MeOH; NaH / toluene / 4 h / Heating
5: 98 percent / BH3 / tetrahydrofuran / 18 h / Heating
6: CAN / acetonitrile; H2O / 0.5 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: 89 percent / CuCl2; t-BuONa; (R)-p-tolBINAP / PMHS; tert-amyl alcohol / fluorobenzene / 0.75 h
2: 79 percent / MeOH; NaH / toluene / 4 h / Heating
3: 98 percent / BH3 / tetrahydrofuran / 18 h / Heating
4: CAN / acetonitrile; H2O / 0.5 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: 8.36 g / EtONa / ethanol / 0.5 h / Heating
2: 89 percent / CuCl2; t-BuONa; (R)-p-tolBINAP / PMHS; tert-amyl alcohol / fluorobenzene / 0.75 h
3: 79 percent / MeOH; NaH / toluene / 4 h / Heating
4: 98 percent / BH3 / tetrahydrofuran / 18 h / Heating
5: CAN / acetonitrile; H2O / 0.5 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
borane-THF in tetrahydrofuran
18 h; Heating;
参考文献
Nemoto, Tetsuhiro; Sakamoto, Tatsurou; Fukuyama, Takashi; Hamada, Yasumasa
Tetrahedron Letters, 2007 , vol. 48, # 29 p. 4977 - 4981
