(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: aq. HCl / 12 h / Heating 2: 23 mg / Et3N / CH2Cl2 / 24 h / 20 °C View Scheme
参考文献
Chemical and Pharmaceutical Bulletin, , vol. 54, # 3 p. 399 - 402
反应条件
1: 96 percent / H3PO4 / tetrahydrofuran / 0.5 h / 20 °C 2: 100 percent / H2 / Pd/C / methanol / 1 h View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 14, # 20 p. 3173 - 3176
反应条件
1: TMSCl; NaI / acetonitrile / 15 h / 20 °C 2: Et3N / CH2Cl2 / 20 h / 20 °C 3: 90 percent / hydrogen / Pd/C / ethanol; ethyl acetate / 10 h / 2844.31 Torr View Scheme
参考文献
Tetrahedron Letters, , vol. 42, # 23 p. 3947 - 3949
反应条件
1: 85 percent / NaH / tetrahydrofuran / 2.5 h / 0 - 20 °C 2: 95 percent / Na-Hg amalgam; NaH2PO4*H2O / 3 h / 0 °C 3: TMSCl; NaI / acetonitrile / 15 h / 20 °C 4: Et3N / CH2Cl2 / 20 h / 20 °C 5: 90 percent / hydrogen / Pd/C / ethanol; ethyl acetate / 10 h / 2844.31 Torr View Scheme
参考文献
Tetrahedron Letters, , vol. 42, # 23 p. 3947 - 3949
反应条件
1: 95 percent / Na-Hg amalgam; NaH2PO4*H2O / 3 h / 0 °C 2: TMSCl; NaI / acetonitrile / 15 h / 20 °C 3: Et3N / CH2Cl2 / 20 h / 20 °C 4: 90 percent / hydrogen / Pd/C / ethanol; ethyl acetate / 10 h / 2844.31 Torr View Scheme
参考文献
Tetrahedron Letters, , vol. 42, # 23 p. 3947 - 3949
反应条件
1: 77 percent / NaN3 / dimethylformamide / 24 h / 80 °C 2: 98 percent / 5percent HCl / methanol / 0.25 h / Ambient temperature 3: 1.) SOCl2, Et3N, 2.) NaIO4, RuCl3 / 1.) CH2Cl2, room temperature, 15 min, 2.) CCl4, CH3CN, H2O, room temperature, 1 h 4: 82 percent / H2 / Pd/C / tetrahydrofuran; H2O / 2 h / 1551.4 Torr 5: conc. H2SO4, H2O / tetrahydrofuran / 1 h / Heating 6: K2CO3 / CH2Cl2 / 18 h / Ambient temperature 7: 85 percent / (COCl)2, DMSO, Et3N / CH2Cl2 / -70 - 20 °C View Scheme
参考文献
Tetrahedron, , vol. 53, # 50 p. 17177 - 17194
反应条件
1: 77 percent / NaN3 / dimethylformamide 2: 5percent HCl 3: SOCl2, Et3N / CH2Cl2 / 0.17 h / 0 °C 4: NaIO4, RuCl3 / CCl4; acetonitrile; H2O / 1 h / 20 °C 5: 78 percent / hydrogen / 10percent Pd/C / H2O; tetrahydrofuran / 2 h / 1551.4 Torr 6: H2SO4, H2O / tetrahydrofuran / 1 h / 90 °C 7: CH2Cl2 / 1 h / 25 °C 8: 84 percent / (COCl)2, DMSO, Et3N / 0.5 h / -70 - 25 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 38, # 4 p. 681 - 684
反应条件
1: 84 percent / imidazole; DMAP / dimethylformamide 2: 100 percent / aq. acetic acid / dimethylformamide 3: 92 percent / DMAP / pyridine 4: 86 percent / sodium borohydride / methanol 5: 95 percent / sodium azide / dimethylformamide 6: 90 percent / DMAP / pyridine 7: 98 percent / hydrogen / Pd/C / methanol 8: 71 percent / potassium tert-butoxide / dimethylformamide; benzene 9: 57 percent / tetrabutylammonium fluoride / tetrahydrofuran 10: 93 percent / carbon tetrabromide; triphenylphosphine / CH2Cl2 11: 80 percent / potassium tert-butoxide / dimethylsulfoxide 12: 95 percent / ozone / methanol View Scheme
参考文献
Heterocycles, , vol. 57, # 5 p. 781 - 785
反应条件
1: 98 percent / DMAP / pyridine 2: 99 percent / lithium aluminum hydride / diethyl ether 3: 84 percent / imidazole; DMAP / dimethylformamide 4: 100 percent / aq. acetic acid / dimethylformamide 5: 92 percent / DMAP / pyridine 6: 86 percent / sodium borohydride / methanol 7: 95 percent / sodium azide / dimethylformamide 8: 90 percent / DMAP / pyridine 9: 98 percent / hydrogen / Pd/C / methanol 10: 71 percent / potassium tert-butoxide / dimethylformamide; benzene 11: 57 percent / tetrabutylammonium fluoride / tetrahydrofuran 12: 93 percent / carbon tetrabromide; triphenylphosphine / CH2Cl2 13: 80 percent / potassium tert-butoxide / dimethylsulfoxide 14: 95 percent / ozone / methanol View Scheme
参考文献
Heterocycles, , vol. 57, # 5 p. 781 - 785
反应条件
1: 99 percent / lithium aluminum hydride / diethyl ether 2: 84 percent / imidazole; DMAP / dimethylformamide 3: 100 percent / aq. acetic acid / dimethylformamide 4: 92 percent / DMAP / pyridine 5: 86 percent / sodium borohydride / methanol 6: 95 percent / sodium azide / dimethylformamide 7: 90 percent / DMAP / pyridine 8: 98 percent / hydrogen / Pd/C / methanol 9: 71 percent / potassium tert-butoxide / dimethylformamide; benzene 10: 57 percent / tetrabutylammonium fluoride / tetrahydrofuran 11: 93 percent / carbon tetrabromide; triphenylphosphine / CH2Cl2 12: 80 percent / potassium tert-butoxide / dimethylsulfoxide 13: 95 percent / ozone / methanol View Scheme
参考文献
Heterocycles, , vol. 57, # 5 p. 781 - 785
