(1R,4S)-2-氧代-7-氮杂双环[2.2.1]庚烷-7-羧酸叔丁酯合成路线 (共 72 条)
反应条件
1: (COCl)2 2: Et3N; N-methyl-2-chloropyridinium iodide / CH2Cl2 / 12 h / Heating 3: Bu3SnH / CH2Cl2 / 2 h / Irradiation View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 10, # 20 p. 3999 - 4007
反应条件
1: 91 percent / (COCl)2; DMSO / CH2Cl2 / 0.33 h / -78 °C 2: 83 percent / aq. LiOH / methanol / 12 h / 70 °C 3: (COCl)2 4: Et3N; N-methyl-2-chloropyridinium iodide / CH2Cl2 / 12 h / Heating 5: Bu3SnH / CH2Cl2 / 2 h / Irradiation View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 10, # 20 p. 3999 - 4007
反应条件
1: 83 percent / aq. LiOH / methanol / 12 h / 70 °C 2: (COCl)2 3: Et3N; N-methyl-2-chloropyridinium iodide / CH2Cl2 / 12 h / Heating 4: Bu3SnH / CH2Cl2 / 2 h / Irradiation View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 10, # 20 p. 3999 - 4007
反应条件
1: 94 percent / aq. 6N HCl / 14 h / Heating 2: 100 percent / CH3COCl / 12 h / 60 °C 3: 85 percent / DIEA / acetonitrile / 24 h / 50 °C 4: 91 percent / (COCl)2; DMSO / CH2Cl2 / 0.33 h / -78 °C 5: 83 percent / aq. LiOH / methanol / 12 h / 70 °C 6: (COCl)2 7: Et3N; N-methyl-2-chloropyridinium iodide / CH2Cl2 / 12 h / Heating 8: Bu3SnH / CH2Cl2 / 2 h / Irradiation View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 10, # 20 p. 3999 - 4007
反应条件
1: 89 percent / DIBAL-H / CH2Cl2; tetrahydrofuran / -78 °C 2: 81 percent / TsOH*H2O 3: 73 percent / DIBAL-H / CH2Cl2 / -78 °C 4: 90 percent / tetrahydrofuran / -78 °C 5: 77 percent / DMAP / CH2Cl2 6: 76 percent / Bu3SnH, AIBN / toluene / 80 °C 7: 80 percent / TsOH*H2O / CH2Cl2 8: 76 percent / Bu3SnH, AIBN / toluene / 110 °C 9: 95 percent / O3, Me2S, Sudan III / CH2Cl2; methanol / -78 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 39, # 27 p. 4789 - 4792
反应条件
1: 81 percent / TsOH*H2O 2: 73 percent / DIBAL-H / CH2Cl2 / -78 °C 3: 90 percent / tetrahydrofuran / -78 °C 4: 77 percent / DMAP / CH2Cl2 5: 76 percent / Bu3SnH, AIBN / toluene / 80 °C 6: 80 percent / TsOH*H2O / CH2Cl2 7: 76 percent / Bu3SnH, AIBN / toluene / 110 °C 8: 95 percent / O3, Me2S, Sudan III / CH2Cl2; methanol / -78 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 39, # 27 p. 4789 - 4792
反应条件
1: 73 percent / DIBAL-H / CH2Cl2 / -78 °C 2: 90 percent / tetrahydrofuran / -78 °C 3: 77 percent / DMAP / CH2Cl2 4: 76 percent / Bu3SnH, AIBN / toluene / 80 °C 5: 80 percent / TsOH*H2O / CH2Cl2 6: 76 percent / Bu3SnH, AIBN / toluene / 110 °C 7: 95 percent / O3, Me2S, Sudan III / CH2Cl2; methanol / -78 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 39, # 27 p. 4789 - 4792
反应条件
1: 90 percent / tetrahydrofuran / -78 °C 2: 77 percent / DMAP / CH2Cl2 3: 76 percent / Bu3SnH, AIBN / toluene / 80 °C 4: 80 percent / TsOH*H2O / CH2Cl2 5: 76 percent / Bu3SnH, AIBN / toluene / 110 °C 6: 95 percent / O3, Me2S, Sudan III / CH2Cl2; methanol / -78 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 39, # 27 p. 4789 - 4792
反应条件
1: 80 percent / TsOH*H2O / CH2Cl2 2: 76 percent / Bu3SnH, AIBN / toluene / 110 °C 3: 95 percent / O3, Me2S, Sudan III / CH2Cl2; methanol / -78 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 39, # 27 p. 4789 - 4792
反应条件
1: 77 percent / DMAP / CH2Cl2 2: 76 percent / Bu3SnH, AIBN / toluene / 80 °C 3: 80 percent / TsOH*H2O / CH2Cl2 4: 76 percent / Bu3SnH, AIBN / toluene / 110 °C 5: 95 percent / O3, Me2S, Sudan III / CH2Cl2; methanol / -78 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 39, # 27 p. 4789 - 4792