(2S,4R)-N-Boc-4-甲基吡咯烷-2-甲酸合成路线 (共 30 条)
反应条件
1: Raney-Ni; hydrogen / methanol / Heating 2: TBAF / tetrahydrofuran 3: 84 percent / NaClO2; TEMPO; aqueous NaH2PO4 buffer / NaClO / H2O; acetonitrile / 24 h / 45 °C / pH 6.6 View Scheme
参考文献
Journal of Organic Chemistry, , vol. 68, # 10 p. 3923 - 3931
反应条件
1: 63 percent / K2CO3 / dimethylformamide / 48 h / 80 °C 2: 94 percent / aq. HCl / tetrahydrofuran / 3 h / Ambient temperature 3: 85 percent / pyridine / 24 h / 0 °C 4: 99 percent / K2CO3 / dimethylformamide; H2O / 24 h / Ambient temperature 5: 73 percent / Ti(O-i-Pr)4, KHMDS / tetrahydrofuran; toluene / 2 h / -70 °C 6: 95 percent / H2 / Pd/C / methanol / 3 h / 760 Torr / Ambient temperature 7: 100 percent / Na-Hg, Na2HPO4 / methanol / 2 h / 0 °C 8: 85 percent / DMAP / pyridine / 1.) 0 deg C, 30 min, 2.) room temp., 24 h 9: 87 percent / NaBH4 / dimethylsulfoxide / 16 h / 45 °C 10: 92 percent / H2 / Pd/C / methanol / 18 h / 760 Torr / Ambient temperature 11: aq. NaHCO3, NaOCl, KBr, TEMPO / acetone / 2 h / 0 °C View Scheme
参考文献
Tetrahedron, , vol. 54, # 52 p. 15759 - 15780
反应条件
1: 92 percent / H2 / Pd/C / methanol / 18 h / 760 Torr / Ambient temperature 2: aq. NaHCO3, NaOCl, KBr, TEMPO / acetone / 2 h / 0 °C View Scheme
参考文献
Tetrahedron, , vol. 54, # 52 p. 15759 - 15780
反应条件
1: 87 percent / NaBH4 / dimethylsulfoxide / 16 h / 45 °C 2: 92 percent / H2 / Pd/C / methanol / 18 h / 760 Torr / Ambient temperature 3: aq. NaHCO3, NaOCl, KBr, TEMPO / acetone / 2 h / 0 °C View Scheme
参考文献
Tetrahedron, , vol. 54, # 52 p. 15759 - 15780
反应条件
1: 85 percent / DMAP / pyridine / 1.) 0 deg C, 30 min, 2.) room temp., 24 h 2: 87 percent / NaBH4 / dimethylsulfoxide / 16 h / 45 °C 3: 92 percent / H2 / Pd/C / methanol / 18 h / 760 Torr / Ambient temperature 4: aq. NaHCO3, NaOCl, KBr, TEMPO / acetone / 2 h / 0 °C View Scheme
参考文献
Tetrahedron, , vol. 54, # 52 p. 15759 - 15780
反应条件
1: 95 percent / H2 / Pd/C / methanol / 3 h / 760 Torr / Ambient temperature 2: 100 percent / Na-Hg, Na2HPO4 / methanol / 2 h / 0 °C 3: 85 percent / DMAP / pyridine / 1.) 0 deg C, 30 min, 2.) room temp., 24 h 4: 87 percent / NaBH4 / dimethylsulfoxide / 16 h / 45 °C 5: 92 percent / H2 / Pd/C / methanol / 18 h / 760 Torr / Ambient temperature 6: aq. NaHCO3, NaOCl, KBr, TEMPO / acetone / 2 h / 0 °C View Scheme
参考文献
Tetrahedron, , vol. 54, # 52 p. 15759 - 15780
反应条件
1: 100 percent / Na-Hg, Na2HPO4 / methanol / 2 h / 0 °C 2: 85 percent / DMAP / pyridine / 1.) 0 deg C, 30 min, 2.) room temp., 24 h 3: 87 percent / NaBH4 / dimethylsulfoxide / 16 h / 45 °C 4: 92 percent / H2 / Pd/C / methanol / 18 h / 760 Torr / Ambient temperature 5: aq. NaHCO3, NaOCl, KBr, TEMPO / acetone / 2 h / 0 °C View Scheme
参考文献
Tetrahedron, , vol. 54, # 52 p. 15759 - 15780
反应条件
1: 85 percent / pyridine / 24 h / 0 °C 2: 99 percent / K2CO3 / dimethylformamide; H2O / 24 h / Ambient temperature 3: 73 percent / Ti(O-i-Pr)4, KHMDS / tetrahydrofuran; toluene / 2 h / -70 °C 4: 95 percent / H2 / Pd/C / methanol / 3 h / 760 Torr / Ambient temperature 5: 100 percent / Na-Hg, Na2HPO4 / methanol / 2 h / 0 °C 6: 85 percent / DMAP / pyridine / 1.) 0 deg C, 30 min, 2.) room temp., 24 h 7: 87 percent / NaBH4 / dimethylsulfoxide / 16 h / 45 °C 8: 92 percent / H2 / Pd/C / methanol / 18 h / 760 Torr / Ambient temperature 9: aq. NaHCO3, NaOCl, KBr, TEMPO / acetone / 2 h / 0 °C View Scheme
参考文献
Tetrahedron, , vol. 54, # 52 p. 15759 - 15780
反应条件
1: 94 percent / aq. HCl / tetrahydrofuran / 3 h / Ambient temperature 2: 85 percent / pyridine / 24 h / 0 °C 3: 99 percent / K2CO3 / dimethylformamide; H2O / 24 h / Ambient temperature 4: 73 percent / Ti(O-i-Pr)4, KHMDS / tetrahydrofuran; toluene / 2 h / -70 °C 5: 95 percent / H2 / Pd/C / methanol / 3 h / 760 Torr / Ambient temperature 6: 100 percent / Na-Hg, Na2HPO4 / methanol / 2 h / 0 °C 7: 85 percent / DMAP / pyridine / 1.) 0 deg C, 30 min, 2.) room temp., 24 h 8: 87 percent / NaBH4 / dimethylsulfoxide / 16 h / 45 °C 9: 92 percent / H2 / Pd/C / methanol / 18 h / 760 Torr / Ambient temperature 10: aq. NaHCO3, NaOCl, KBr, TEMPO / acetone / 2 h / 0 °C View Scheme
参考文献
Tetrahedron, , vol. 54, # 52 p. 15759 - 15780
反应条件
1: 99 percent / K2CO3 / dimethylformamide; H2O / 24 h / Ambient temperature 2: 73 percent / Ti(O-i-Pr)4, KHMDS / tetrahydrofuran; toluene / 2 h / -70 °C 3: 95 percent / H2 / Pd/C / methanol / 3 h / 760 Torr / Ambient temperature 4: 100 percent / Na-Hg, Na2HPO4 / methanol / 2 h / 0 °C 5: 85 percent / DMAP / pyridine / 1.) 0 deg C, 30 min, 2.) room temp., 24 h 6: 87 percent / NaBH4 / dimethylsulfoxide / 16 h / 45 °C 7: 92 percent / H2 / Pd/C / methanol / 18 h / 760 Torr / Ambient temperature 8: aq. NaHCO3, NaOCl, KBr, TEMPO / acetone / 2 h / 0 °C View Scheme
参考文献
Tetrahedron, , vol. 54, # 52 p. 15759 - 15780