(4R,5S,6S,7R)-5,6-二羟基-1,3-二[[4-(羟基甲基)苯基]甲基]-4,7-二(苯基甲基)-1,3-二氮杂环庚-2-酮合成路线 (共 16 条)
反应条件
1: CH2Cl2 / 18 h / Heating
2: NaH / dimethylformamide / 18 h / Ambient temperature
3: 4 N HCl / methanol; dioxane / 18 h / Ambient temperature
View Scheme
参考文献
Nugiel; Jacobs; Worley; Patel; Kaltenbach III; Meyer; Jadhav; De Lucca; Smyser; Klabe; Bacheler; Rayner; Seitz
Journal of Medicinal Chemistry, 1996 , vol. 39, # 11 p. 2156 - 2169
反应条件
1: NaH / dimethylformamide / 18 h / Ambient temperature
2: 4 N HCl / methanol; dioxane / 18 h / Ambient temperature
View Scheme
参考文献
Nugiel; Jacobs; Worley; Patel; Kaltenbach III; Meyer; Jadhav; De Lucca; Smyser; Klabe; Bacheler; Rayner; Seitz
Journal of Medicinal Chemistry, 1996 , vol. 39, # 11 p. 2156 - 2169
反应条件
1: 70 percent / aq. HCl / toluene; heptane / 2 h / Heating
2: 91 percent / t-BuOK / tetrahydrofuran / 1.) 30 deg C, 4 h; room temperature, overnight
3: 92 percent / aq. HCl / methanol; toluene
View Scheme
参考文献
Pierce; Pierce, Michael E.; Harris; Harris, Gregory D.; Islam; Islam, Qamrul; Radesca; Radesca, Lilian A.; Storace; Storace, Louis; Waltermire; Waltermire, Robert E.; Wat; Wat, Ed; Jadhav; Jadhav, Prabhakar K.; Emmett; Emmett, George C.
Journal of Organic Chemistry, 1996 , vol. 61, # 2 p. 444 - 450
反应条件
1: 76 percent / p-TsOH / dimethylformamide / 3 h / 65 °C
2: 91 percent / t-BuOK / tetrahydrofuran / 1.) 30 deg C, 4 h; room temperature, overnight
3: 92 percent / aq. HCl / methanol; toluene
View Scheme
参考文献
Pierce; Pierce, Michael E.; Harris; Harris, Gregory D.; Islam; Islam, Qamrul; Radesca; Radesca, Lilian A.; Storace; Storace, Louis; Waltermire; Waltermire, Robert E.; Wat; Wat, Ed; Jadhav; Jadhav, Prabhakar K.; Emmett; Emmett, George C.
Journal of Organic Chemistry, 1996 , vol. 61, # 2 p. 444 - 450
反应条件
1: 91 percent / t-BuOK / tetrahydrofuran / 1.) 30 deg C, 4 h; room temperature, overnight
2: 92 percent / aq. HCl / methanol; toluene
View Scheme
参考文献
Pierce; Pierce, Michael E.; Harris; Harris, Gregory D.; Islam; Islam, Qamrul; Radesca; Radesca, Lilian A.; Storace; Storace, Louis; Waltermire; Waltermire, Robert E.; Wat; Wat, Ed; Jadhav; Jadhav, Prabhakar K.; Emmett; Emmett, George C.
Journal of Organic Chemistry, 1996 , vol. 61, # 2 p. 444 - 450
反应条件
1: 91 percent / t-BuOK / tetrahydrofuran / 1.) 30 deg C, 4 h; room temperature, overnight
2: 92 percent / aq. HCl / methanol; toluene
View Scheme
参考文献
Pierce; Pierce, Michael E.; Harris; Harris, Gregory D.; Islam; Islam, Qamrul; Radesca; Radesca, Lilian A.; Storace; Storace, Louis; Waltermire; Waltermire, Robert E.; Wat; Wat, Ed; Jadhav; Jadhav, Prabhakar K.; Emmett; Emmett, George C.
Journal of Organic Chemistry, 1996 , vol. 61, # 2 p. 444 - 450