顺式-2-(叔丁氧羰基氨基)-1-环戊羧酸合成路线 （共 13 条）
反应条件
1.1: 76 percent / CH2Cl2 / 2.5 h / 20 °C 2.1: AIBN / benzene / 4 h / Heating 3.1: H2; (+/-)-10-camphorsulfonic acid / Pd(OH)2/C / methanol / 19.5 h / 20 °C 4.1: 239 mg / Et3N / CH2Cl2 / 5 h / 20 °C 5.1: 99 percent / mCPBA / CH2Cl2 / 4.5 h / 0 °C 6.1: 76 percent / AcONa / various solvent(s) / 3 h / Heating 7.1: 9-BBN / tetrahydrofuran; hexane / 8 h / 20 °C 7.2: 55 percent / H2O2; NaOH / tetrahydrofuran; hexane; H2O / 16 h / 20 °C 8.1: NaIO4; RuO2*H2O / H2O; acetone / 7 h / 20 °C View Scheme
参考文献
Tetrahedron, , vol. 58, # 22 p. 4459 - 4479
反应条件
1.1: Dess-Martin periodinane / CH2Cl2 / 4 h / 20 °C 2.1: 76 percent / CH2Cl2 / 2.5 h / 20 °C 3.1: AIBN / benzene / 4 h / Heating 4.1: H2; (+/-)-10-camphorsulfonic acid / Pd(OH)2/C / methanol / 19.5 h / 20 °C 5.1: 239 mg / Et3N / CH2Cl2 / 5 h / 20 °C 6.1: 99 percent / mCPBA / CH2Cl2 / 4.5 h / 0 °C 7.1: 76 percent / AcONa / various solvent(s) / 3 h / Heating 8.1: 9-BBN / tetrahydrofuran; hexane / 8 h / 20 °C 8.2: 55 percent / H2O2; NaOH / tetrahydrofuran; hexane; H2O / 16 h / 20 °C 9.1: NaIO4; RuO2*H2O / H2O; acetone / 7 h / 20 °C View Scheme
参考文献
Tetrahedron, , vol. 58, # 22 p. 4459 - 4479
反应条件
1.1: DIBAH / diethyl ether; hexane / 4 h / -78 °C 2.1: 76 percent / CH2Cl2 / 2.5 h / 20 °C 3.1: AIBN / benzene / 4 h / Heating 4.1: H2; (+/-)-10-camphorsulfonic acid / Pd(OH)2/C / methanol / 19.5 h / 20 °C 5.1: 239 mg / Et3N / CH2Cl2 / 5 h / 20 °C 6.1: 99 percent / mCPBA / CH2Cl2 / 4.5 h / 0 °C 7.1: 76 percent / AcONa / various solvent(s) / 3 h / Heating 8.1: 9-BBN / tetrahydrofuran; hexane / 8 h / 20 °C 8.2: 55 percent / H2O2; NaOH / tetrahydrofuran; hexane; H2O / 16 h / 20 °C 9.1: NaIO4; RuO2*H2O / H2O; acetone / 7 h / 20 °C View Scheme
参考文献
Tetrahedron, , vol. 58, # 22 p. 4459 - 4479
反应条件
1.1: AIBN / benzene / 4 h / Heating 2.1: H2; (+/-)-10-camphorsulfonic acid / Pd(OH)2/C / methanol / 19.5 h / 20 °C 3.1: 239 mg / Et3N / CH2Cl2 / 5 h / 20 °C 4.1: 99 percent / mCPBA / CH2Cl2 / 4.5 h / 0 °C 5.1: 76 percent / AcONa / various solvent(s) / 3 h / Heating 6.1: 9-BBN / tetrahydrofuran; hexane / 8 h / 20 °C 6.2: 55 percent / H2O2; NaOH / tetrahydrofuran; hexane; H2O / 16 h / 20 °C 7.1: NaIO4; RuO2*H2O / H2O; acetone / 7 h / 20 °C View Scheme
参考文献
Tetrahedron, , vol. 58, # 22 p. 4459 - 4479
反应条件
1: benzene / 2.5 h / 70 °C 2: H2, AcOH / 10percent Pd/C / 18 h / 760 Torr / Ambient temperature 3: Et3N / tetrahydrofuran / 1 h / Ambient temperature 4: 84 percent / CrO3, H2SO4, water / acetone / 0.83 h / 0 °C View Scheme
参考文献
Chemical and Pharmaceutical Bulletin, , vol. 41, # 6 p. 1012 - 1018
反应条件
1.1: 239 mg / Et3N / CH2Cl2 / 5 h / 20 °C 2.1: 99 percent / mCPBA / CH2Cl2 / 4.5 h / 0 °C 3.1: 76 percent / AcONa / various solvent(s) / 3 h / Heating 4.1: 9-BBN / tetrahydrofuran; hexane / 8 h / 20 °C 4.2: 55 percent / H2O2; NaOH / tetrahydrofuran; hexane; H2O / 16 h / 20 °C 5.1: NaIO4; RuO2*H2O / H2O; acetone / 7 h / 20 °C View Scheme
参考文献
Tetrahedron, , vol. 58, # 22 p. 4459 - 4479
反应条件
1.1: 9-BBN / tetrahydrofuran; hexane / 8 h / 20 °C 1.2: 55 percent / H2O2; NaOH / tetrahydrofuran; hexane; H2O / 16 h / 20 °C 2.1: NaIO4; RuO2*H2O / H2O; acetone / 7 h / 20 °C View Scheme
参考文献
Tetrahedron, , vol. 58, # 22 p. 4459 - 4479
反应条件
1.1: AIBN / benzene / 4 h / Heating 2.1: LiAlH4 / tetrahydrofuran / 8 h / Heating 3.1: 239 mg / Et3N / CH2Cl2 / 5 h / 20 °C 4.1: 99 percent / mCPBA / CH2Cl2 / 4.5 h / 0 °C 5.1: 76 percent / AcONa / various solvent(s) / 3 h / Heating 6.1: 9-BBN / tetrahydrofuran; hexane / 8 h / 20 °C 6.2: 55 percent / H2O2; NaOH / tetrahydrofuran; hexane; H2O / 16 h / 20 °C 7.1: NaIO4; RuO2*H2O / H2O; acetone / 7 h / 20 °C View Scheme
参考文献
Tetrahedron, , vol. 58, # 22 p. 4459 - 4479
反应条件
1: Et3N / tetrahydrofuran / 1 h / Ambient temperature 2: 84 percent / CrO3, H2SO4, water / acetone / 0.83 h / 0 °C View Scheme
参考文献
Chemical and Pharmaceutical Bulletin, , vol. 41, # 6 p. 1012 - 1018
反应条件
1: 1.) mCPBA / 2.) reflux 2: 1.) 9-BBN, 2.) H2O2 3: RuO2*NaIO4 View Scheme
参考文献
Synlett, , # 3 p. 271 - 272
