(1S,6R)-3-BOC-3,8-二氮杂双环[4.2.0]辛烷合成路线 （共 8 条）
反应条件
hydrogen; acetic acid; 20 palladium(II) hydroxide on carbon in ethanol
T=50°C; P=75007.5 Torr; 16 h;
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 ;
Location in patent: Page/Page column 64-65 ;
WO 2011/050202 A1
反应条件
hydrogen; palladium dihydroxide in methanol
T=50°C; P=3102.89 Torr; 50.4 h;
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: pyridine / CH2Cl2
2: 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: NaBH(OAc)3; acetic acid / toluene / 16 h / 20 °C
2: LiAlH4 / tetrahydrofuran / 1 h / 20 °C
3: pyridine / CH2Cl2
4: 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: LiAlH4 / tetrahydrofuran / 1 h / 20 °C
2: pyridine / CH2Cl2
3: 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: Et3N; H2 / Pd(OH)2/C / ethanol; H2O / 0.42 h / 3102.89 Torr
2: toluene / 36 h / Heating
3: NaBH(OAc)3; acetic acid / toluene / 16 h / 20 °C
4: LiAlH4 / tetrahydrofuran / 1 h / 20 °C
5: pyridine / CH2Cl2
6: 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: Et3N; H2 / Pd(OH)2/C / ethanol; H2O / 0.42 h / 3102.89 Torr
2: toluene / 36 h / Heating
3: NaBH(OAc)3; acetic acid / toluene / 16 h / 20 °C
4: LiAlH4 / tetrahydrofuran / 1 h / 20 °C
5: pyridine / CH2Cl2
6: 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: 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
