2-[(2R,4R)-7-氯-6-氟-2-甲基色满-4-基]过氧乙酸合成路线 （共 12 条）
反应条件
potassium hydroxide in ethanol
T=23°C; 4 h;
参考文献
Lipinski, Christopher A.; Aldinger, Charles E.; Beyer, Thomas A.; Bordner, Jon; Burdi, Douglas F.; et al.
Journal of Medicinal Chemistry, 1992 , vol. 35, # 12 p. 2169 - 2177
反应条件
1: 1.) NaOH / H2O / Heating
2: PCl5 / 1,2-dichloro-ethane / 0.33 h / 23 °C
3: AlCl3 / 1,2-dichloro-ethane
4: 1.) LDA / 1.) THF, hexane, -78 deg C, 1.5 h, 2.) THF, hexane, -78 deg C, 1.5 h
5: KOH / ethanol / 4 h / 23 °C
View Scheme
参考文献
Lipinski, Christopher A.; Aldinger, Charles E.; Beyer, Thomas A.; Bordner, Jon; Burdi, Douglas F.; et al.
Journal of Medicinal Chemistry, 1992 , vol. 35, # 12 p. 2169 - 2177
反应条件
1: PCl5 / 1,2-dichloro-ethane / 0.33 h / 23 °C
2: AlCl3 / 1,2-dichloro-ethane
3: 1.) LDA / 1.) THF, hexane, -78 deg C, 1.5 h, 2.) THF, hexane, -78 deg C, 1.5 h
4: KOH / ethanol / 4 h / 23 °C
View Scheme
参考文献
Lipinski, Christopher A.; Aldinger, Charles E.; Beyer, Thomas A.; Bordner, Jon; Burdi, Douglas F.; et al.
Journal of Medicinal Chemistry, 1992 , vol. 35, # 12 p. 2169 - 2177
反应条件
1: triphenylphosphine, Br2 / toluene / 20 h / 23 °C
2: CH3SO3H / 3 h / 23 °C
3: Ac2O, TEA / dimethylformamide / 1 h
4: HCl / H2O
5: Pb(OAc)4 / CH2Cl2 / 3 h / Heating
6: 12.9 g / 3N HCl / acetone; H2O / 1 h / Heating
7: 1.) LDA / 1.) THF, hexane, -78 deg C, 2.) THF, hexane, -78 to -65 deg C
8: 2.7 g / KOH / ethanol / 4 h / 23 °C
View Scheme
参考文献
Lipinski, Christopher A.; Aldinger, Charles E.; Beyer, Thomas A.; Bordner, Jon; Burdi, Douglas F.; et al.
Journal of Medicinal Chemistry, 1992 , vol. 35, # 12 p. 2169 - 2177
反应条件
1: CH3SO3H / 3 h / 23 °C
2: Ac2O, TEA / dimethylformamide / 1 h
3: HCl / H2O
4: Pb(OAc)4 / CH2Cl2 / 3 h / Heating
5: 12.9 g / 3N HCl / acetone; H2O / 1 h / Heating
6: 1.) LDA / 1.) THF, hexane, -78 deg C, 2.) THF, hexane, -78 to -65 deg C
7: 2.7 g / KOH / ethanol / 4 h / 23 °C
View Scheme
参考文献
Lipinski, Christopher A.; Aldinger, Charles E.; Beyer, Thomas A.; Bordner, Jon; Burdi, Douglas F.; et al.
Journal of Medicinal Chemistry, 1992 , vol. 35, # 12 p. 2169 - 2177
反应条件
1: 1.) LDA / 1.) THF, hexane, -78 deg C, 1.5 h, 2.) THF, hexane, -78 deg C, 1.5 h
2: KOH / ethanol / 4 h / 23 °C
View Scheme
参考文献
Lipinski, Christopher A.; Aldinger, Charles E.; Beyer, Thomas A.; Bordner, Jon; Burdi, Douglas F.; et al.
Journal of Medicinal Chemistry, 1992 , vol. 35, # 12 p. 2169 - 2177
反应条件
1: 1.) LDA / 1.) THF, hexane, -78 deg C, 2.) THF, hexane, -78 to -65 deg C
2: 2.7 g / KOH / ethanol / 4 h / 23 °C
View Scheme
参考文献
Lipinski, Christopher A.; Aldinger, Charles E.; Beyer, Thomas A.; Bordner, Jon; Burdi, Douglas F.; et al.
Journal of Medicinal Chemistry, 1992 , vol. 35, # 12 p. 2169 - 2177
反应条件
1: 252.2 g / NaBH4, H2O / tetrahydrofuran / 20 h / 23 °C
2: triphenylphosphine, Br2 / toluene / 20 h / 23 °C
3: CH3SO3H / 3 h / 23 °C
4: Ac2O, TEA / dimethylformamide / 1 h
5: HCl / H2O
6: Pb(OAc)4 / CH2Cl2 / 3 h / Heating
7: 12.9 g / 3N HCl / acetone; H2O / 1 h / Heating
8: 1.) LDA / 1.) THF, hexane, -78 deg C, 2.) THF, hexane, -78 to -65 deg C
9: 2.7 g / KOH / ethanol / 4 h / 23 °C
View Scheme
参考文献
Lipinski, Christopher A.; Aldinger, Charles E.; Beyer, Thomas A.; Bordner, Jon; Burdi, Douglas F.; et al.
Journal of Medicinal Chemistry, 1992 , vol. 35, # 12 p. 2169 - 2177
反应条件
1: 12.9 g / 3N HCl / acetone; H2O / 1 h / Heating
2: 1.) LDA / 1.) THF, hexane, -78 deg C, 2.) THF, hexane, -78 to -65 deg C
3: 2.7 g / KOH / ethanol / 4 h / 23 °C
View Scheme
参考文献
Lipinski, Christopher A.; Aldinger, Charles E.; Beyer, Thomas A.; Bordner, Jon; Burdi, Douglas F.; et al.
Journal of Medicinal Chemistry, 1992 , vol. 35, # 12 p. 2169 - 2177
反应条件
1: Ac2O, TEA / dimethylformamide / 1 h
2: HCl / H2O
3: Pb(OAc)4 / CH2Cl2 / 3 h / Heating
4: 12.9 g / 3N HCl / acetone; H2O / 1 h / Heating
5: 1.) LDA / 1.) THF, hexane, -78 deg C, 2.) THF, hexane, -78 to -65 deg C
6: 2.7 g / KOH / ethanol / 4 h / 23 °C
View Scheme
参考文献
Lipinski, Christopher A.; Aldinger, Charles E.; Beyer, Thomas A.; Bordner, Jon; Burdi, Douglas F.; et al.
Journal of Medicinal Chemistry, 1992 , vol. 35, # 12 p. 2169 - 2177
