N-Boc-3-氧代哌啶-4-甲酸乙酯合成路线 （共 13 条）
反应条件
1: toluene / 36 h / Heating
2: NaBH(OAc)3; acetic acid / toluene / 16 h / 20 °C
3: LiAlH4 / tetrahydrofuran / 1 h / 20 °C
4: pyridine / CH2Cl2
5: 90 percent / H2 / Pd(OH)2/C / methanol / 50.4 h / 50 °C / 3102.89 Torr
View Scheme
参考文献
Frost, Jennifer M.; Bunnelle, William H.; Tietje, Karin R.; Anderson, David J.; Rueter, Lynne E.; Curzon, Peter; Surowy, Carol S.; Ji, Anquo; Daanen, Jerome F.; Kohlhaas, Kathy L.; Buckley, Michael J.; Henry, Rodger F.; Dyhring, Tino; Ahring, Philip K.; Meyer, Michael D.
Journal of Medicinal Chemistry, 2006 , vol. 49, # 26 p. 7843 - 7853
反应条件
1: toluene / 36 h / Heating
2: NaBH(OAc)3; acetic acid / toluene / 16 h / 20 °C
3: LiAlH4 / tetrahydrofuran / 1 h / 20 °C
4: pyridine / CH2Cl2
5: trifluoroacetic acid / CH2Cl2 / 1 h / 20 °C
6: 100 percent / triethylamine / tetrahydrofuran / 1.5 h / -30 - -10 °C
7: 100 percent / H2 / Pd(OH)2/C / ethyl acetate / 16.5 h / 50 °C / 3102.89 Torr
8: 98 percent / K2CO3 / methanol; H2O / 16 h / 20 °C
View Scheme
参考文献
Frost, Jennifer M.; Bunnelle, William H.; Tietje, Karin R.; Anderson, David J.; Rueter, Lynne E.; Curzon, Peter; Surowy, Carol S.; Ji, Anquo; Daanen, Jerome F.; Kohlhaas, Kathy L.; Buckley, Michael J.; Henry, Rodger F.; Dyhring, Tino; Ahring, Philip K.; Meyer, Michael D.
Journal of Medicinal Chemistry, 2006 , vol. 49, # 26 p. 7843 - 7853
反应条件
1.1: toluene / 72 h / Reflux; Dean-Stark apparatus
2.1: acetic acid; sodium tris(acetoxy)borohydride / toluene / 16 h / 5 - 20 °C / Molecular sieve
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 2.25 h / 0 - 20 °C
3.2: 16 h / 0 °C
4.1: triethylamine / tetrahydrofuran / 1 h / 0 - 20 °C
5.1: caesium carbonate / tetrahydrofuran / 18 h / 60 °C
6.1: hydrogen / 20 palladium hydroxide on carbon / ethanol / 48 h / 50 °C / 3102.97 Torr
View Scheme
参考文献
JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.
Patent: WO2011/50202 A1, 2011 ;
WO 2011/050202 A1
