(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: 92 percent / DMAP / pyridine 2: 86 percent / sodium borohydride / methanol 3: 95 percent / sodium azide / dimethylformamide 4: 90 percent / DMAP / pyridine 5: 98 percent / hydrogen / Pd/C / methanol 6: 71 percent / potassium tert-butoxide / dimethylformamide; benzene 7: 57 percent / tetrabutylammonium fluoride / tetrahydrofuran 8: 93 percent / carbon tetrabromide; triphenylphosphine / CH2Cl2 9: 80 percent / potassium tert-butoxide / dimethylsulfoxide 10: 95 percent / ozone / methanol View Scheme
参考文献
Heterocycles, , vol. 57, # 5 p. 781 - 785
反应条件
1: 90 percent / DMAP / pyridine 2: 98 percent / hydrogen / Pd/C / methanol 3: 71 percent / potassium tert-butoxide / dimethylformamide; benzene 4: 57 percent / tetrabutylammonium fluoride / tetrahydrofuran 5: 93 percent / carbon tetrabromide; triphenylphosphine / CH2Cl2 6: 80 percent / potassium tert-butoxide / dimethylsulfoxide 7: 95 percent / ozone / methanol View Scheme
参考文献
Heterocycles, , vol. 57, # 5 p. 781 - 785
反应条件
1: 86 percent / sodium borohydride / methanol 2: 95 percent / sodium azide / dimethylformamide 3: 90 percent / DMAP / pyridine 4: 98 percent / hydrogen / Pd/C / methanol 5: 71 percent / potassium tert-butoxide / dimethylformamide; benzene 6: 57 percent / tetrabutylammonium fluoride / tetrahydrofuran 7: 93 percent / carbon tetrabromide; triphenylphosphine / CH2Cl2 8: 80 percent / potassium tert-butoxide / dimethylsulfoxide 9: 95 percent / ozone / methanol View Scheme
参考文献
Heterocycles, , vol. 57, # 5 p. 781 - 785
反应条件
1: 95 percent / sodium azide / dimethylformamide 2: 90 percent / DMAP / pyridine 3: 98 percent / hydrogen / Pd/C / methanol 4: 71 percent / potassium tert-butoxide / dimethylformamide; benzene 5: 57 percent / tetrabutylammonium fluoride / tetrahydrofuran 6: 93 percent / carbon tetrabromide; triphenylphosphine / CH2Cl2 7: 80 percent / potassium tert-butoxide / dimethylsulfoxide 8: 95 percent / ozone / methanol View Scheme
参考文献
Heterocycles, , vol. 57, # 5 p. 781 - 785
反应条件
1: 100 percent / aq. acetic acid / dimethylformamide 2: 92 percent / DMAP / pyridine 3: 86 percent / sodium borohydride / methanol 4: 95 percent / sodium azide / dimethylformamide 5: 90 percent / DMAP / pyridine 6: 98 percent / hydrogen / Pd/C / methanol 7: 71 percent / potassium tert-butoxide / dimethylformamide; benzene 8: 57 percent / tetrabutylammonium fluoride / tetrahydrofuran 9: 93 percent / carbon tetrabromide; triphenylphosphine / CH2Cl2 10: 80 percent / potassium tert-butoxide / dimethylsulfoxide 11: 95 percent / ozone / methanol View Scheme
参考文献
Heterocycles, , vol. 57, # 5 p. 781 - 785
反应条件
1: 98 percent / hydrogen / Pd/C / methanol 2: 71 percent / potassium tert-butoxide / dimethylformamide; benzene 3: 57 percent / tetrabutylammonium fluoride / tetrahydrofuran 4: 93 percent / carbon tetrabromide; triphenylphosphine / CH2Cl2 5: 80 percent / potassium tert-butoxide / dimethylsulfoxide 6: 95 percent / ozone / methanol View Scheme
参考文献
Heterocycles, , vol. 57, # 5 p. 781 - 785
反应条件
1.1: 99 percent / H2 / Pd/C / 1 h 2.1: 90 percent / LiAlH4 / tetrahydrofuran / 24 h / 20 °C 3.1: O3 / CH2Cl2 / -78 °C 3.2: 93 percent / Me2S / CH2Cl2 / 24 h / 20 °C 4.1: Jones reagent / acetone / 1.5 h / 20 °C 5.1: 156 mg / toluene / 24 h / Heating View Scheme
参考文献
Chemical and Pharmaceutical Bulletin, , vol. 54, # 3 p. 399 - 402
反应条件
1: conc. H2SO4, H2O / tetrahydrofuran / 1 h / Heating 2: K2CO3 / CH2Cl2 / 18 h / Ambient temperature 3: 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: 85 percent / KOH / ethanol / 2 h / Ambient temperature 2: 1.) oxalyl chloride, DMSO, 2.) Et3N / 1.) CH2Cl2, -70 deg C, 20 min View Scheme
参考文献
Journal of Organic Chemistry, , vol. 59, # 7 p. 1771 - 1778
反应条件
triethylamine in dichloromethane T=20°C; Inert atmosphere;
参考文献
Crouch, Ian T.; Neff, Robynne K.; Frantz, Doug E.
Journal of the American Chemical Society, 2013 , vol. 135, # 13 p. 4970 - 4973
