(3S,5S)-5-[(1S,3S)-1-叠氮基-3-[[4-甲氧基-3-(3-甲氧基丙氧基)苯基]甲基]-4-苄基]二氢-3-异丙基-2(3H)-呋喃酮合成路线 (共 43 条)
反应条件
1: 51 percent 2: DMAP / CH2Cl2 / 20 °C 3: NaN3; NMP / 60 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 41, # 51 p. 10091 - 10094
反应条件
1: 60 percent / Py*SO3; Et3N / dimethylsulfoxide; CH2Cl2 / 0 °C 2: 51 percent 3: DMAP / CH2Cl2 / 20 °C 4: NaN3; NMP / 60 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 41, # 51 p. 10091 - 10094
反应条件
1.1: n-Bu4NOAc / acetone / Heating 1.2: 85 percent / K2CO3 / methanol; H2O / 20 °C 2.1: 60 percent / Py*SO3; Et3N / dimethylsulfoxide; CH2Cl2 / 0 °C 3.1: 51 percent 4.1: DMAP / CH2Cl2 / 20 °C 5.1: NaN3; NMP / 60 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 41, # 51 p. 10091 - 10094
反应条件
1.1: LDA; LiCl / tetrahydrofuran / 0 °C 1.2: tetrahydrofuran / 20 °C / Heating 2.1: 66 percent / BH3*NH3; n-BuLi / tetrahydrofuran / 20 °C 3.1: POCl3; DMF / toluene / 80 °C 4.1: 51 percent 5.1: DMAP / CH2Cl2 / 20 °C 6.1: NaN3; NMP / 60 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 41, # 51 p. 10091 - 10094
反应条件
1: 66 percent / BH3*NH3; n-BuLi / tetrahydrofuran / 20 °C 2: POCl3; DMF / toluene / 80 °C 3: 51 percent 4: DMAP / CH2Cl2 / 20 °C 5: NaN3; NMP / 60 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 41, # 51 p. 10091 - 10094
反应条件
1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C 1.2: 1 h / -78 °C 1.3: -78 - 20 °C 2.1: phosphorus pentachloride / dichloromethane / 3.5 h / 0 °C 3.1: hydrogen; palladium on activated charcoal / ethyl acetate / 15 h / 20 °C 4.1: tert.-butyl lithium / tetrahydrofuran; pentane / 1.83 h / -78 °C 4.2: 19 h / -78 °C 5.1: hydrogen; palladium on activated charcoal / methanol / 67 h / 2947.82 Torr 6.1: triethylamine / dichloromethane / 2 h / -10 - 0 °C 7.1: lithium bromide / tetrahydrofuran / 23 h / |Reflux 8.1: sodium azide / N,N-dimethyl-formamide / 48 h / 90 °C View Scheme
参考文献
Helvetica Chimica Acta, , vol. 95, # 10 p. 1937 - 1945,9
反应条件
1.1: phosphorus pentachloride / dichloromethane / 3.5 h / 0 °C 2.1: hydrogen; palladium on activated charcoal / ethyl acetate / 15 h / 20 °C 3.1: tert.-butyl lithium / tetrahydrofuran; pentane / 1.83 h / -78 °C 3.2: 19 h / -78 °C 4.1: hydrogen; palladium on activated charcoal / methanol / 67 h / 2947.82 Torr 5.1: triethylamine / dichloromethane / 2 h / -10 - 0 °C 6.1: lithium bromide / tetrahydrofuran / 23 h / |Reflux 7.1: sodium azide / N,N-dimethyl-formamide / 48 h / 90 °C View Scheme
参考文献
Helvetica Chimica Acta, , vol. 95, # 10 p. 1937 - 1945,9
反应条件
1.1: hydrogen; palladium on activated charcoal / ethyl acetate / 15 h / 20 °C 2.1: tert.-butyl lithium / tetrahydrofuran; pentane / 1.83 h / -78 °C 2.2: 19 h / -78 °C 3.1: hydrogen; palladium on activated charcoal / methanol / 67 h / 2947.82 Torr 4.1: triethylamine / dichloromethane / 2 h / -10 - 0 °C 5.1: lithium bromide / tetrahydrofuran / 23 h / |Reflux 6.1: sodium azide / N,N-dimethyl-formamide / 48 h / 90 °C View Scheme
参考文献
Helvetica Chimica Acta, , vol. 95, # 10 p. 1937 - 1945,9
反应条件
1.1: hydrogen; palladium on activated charcoal / ethanol / 16 h / 20 °C 2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 12 h / |Reflux 3.1: tert.-butyl lithium / tetrahydrofuran; pentane / 1.83 h / -78 °C 3.2: 19 h / -78 °C 4.1: hydrogen; palladium on activated charcoal / methanol / 67 h / 2947.82 Torr 5.1: triethylamine / dichloromethane / 2 h / -10 - 0 °C 6.1: lithium bromide / tetrahydrofuran / 23 h / |Reflux 7.1: sodium azide / N,N-dimethyl-formamide / 48 h / 90 °C View Scheme
参考文献
Helvetica Chimica Acta, , vol. 95, # 10 p. 1937 - 1945,9
反应条件
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 12 h / |Reflux 2.1: tert.-butyl lithium / tetrahydrofuran; pentane / 1.83 h / -78 °C 2.2: 19 h / -78 °C 3.1: hydrogen; palladium on activated charcoal / methanol / 67 h / 2947.82 Torr 4.1: triethylamine / dichloromethane / 2 h / -10 - 0 °C 5.1: lithium bromide / tetrahydrofuran / 23 h / |Reflux 6.1: sodium azide / N,N-dimethyl-formamide / 48 h / 90 °C View Scheme
参考文献
Helvetica Chimica Acta, , vol. 95, # 10 p. 1937 - 1945,9