(2E,4E)-5-(4-甲氧基-2,3,6-三甲基苯基)-3-甲基-2,4-戊二烯醛合成路线 （共 22 条）
反应条件
1: 88 percent / HCO2H / cyclopentane / 1.5 h / 20 °C
2: Et3N / diethyl ether / 24 h / 20 °C
View Scheme
参考文献
Andriamialisoa, Zo; Valla, Alain; Cartier, Dominique; Labia, Roger
Helvetica Chimica Acta, 2002 , vol. 85, # 9 p. 2926 - 2929
反应条件
1.1: tetrachloromethane; triphenylphosphine / acetonitrile / 1 h / 25 °C
2.1: 2.5 h / 150 °C
3.1: N,N'-dimethyl-N,N'-propyleneurea; n-butyllithium / tetrahydrofuran; hexanes / 0.67 h / 0 °C / Horner-Wadsworth-Emmons reaction
3.2: -78 - 0 °C
4.1: lithium aluminium tetrahydride; AlCl3, aluminium chloride / tetrahydrofuran / 1 h / 0 - 25 °C
5.1: manganese(IV) oxide; sodium carbonate / dichloromethane / 1 h / 25 °C
View Scheme
参考文献
Magoulas, George E.; Bariamis, Stavros E.; Athanassopoulos, Constantinos M.; Haskopoulos, Anastasios; Dedes, Petros G.; Krokidis, Marios G.; Karamanos, Nikos K.; Kletsas, Dimitris; Papaioannou, Dionissios; Maroulis, George
European Journal of Medicinal Chemistry, 2011 , vol. 46, # 2 p. 721 - 737
反应条件
1: diethyl ether / 1.) 20 deg C, 2 h, 2.) reflux, 1 h
2: 1.) phosphorus oxychloride / 2.) a) 0 deg C, 0.5 h, b) 70 deg C, 2 h
View Scheme
参考文献
Makin, S. M.; Mikerin, I. E.; Dobretsova, E. K.; Shavrygina, O. A.
Russian Journal of Organic Chemistry, 1993 , vol. 29, # 4 p. 572 - 575
Zhurnal Organicheskoi Khimii, 1993 , vol. 29, # 4 p. 682 - 686
反应条件
1: 1.) 25percent aq, H2SO4, aq. NaNO2, 2.) 20percent aq. H2SO4 / 1.) 0 deg C, 1 h, 2.) reflux, 2 h
2: 98 percent / NaH / dimethylsulfoxide / 10 h
3: 72 percent / phosphorus oxychloride / 24 h / 70 °C
4: 87 percent / 10percent aq. NaOH / 6 h / Ambient temperature
5: diethyl ether / 1.) 20 deg C, 2 h, 2.) reflux, 1 h
6: 1.) phosphorus oxychloride / 2.) a) 0 deg C, 0.5 h, b) 70 deg C, 2 h
View Scheme
参考文献
Makin, S. M.; Mikerin, I. E.; Dobretsova, E. K.; Shavrygina, O. A.
Russian Journal of Organic Chemistry, 1993 , vol. 29, # 4 p. 572 - 575
Zhurnal Organicheskoi Khimii, 1993 , vol. 29, # 4 p. 682 - 686
反应条件
1.1: 2.5 h / 150 °C
2.1: N,N'-dimethyl-N,N'-propyleneurea; n-butyllithium / tetrahydrofuran; hexanes / 0.67 h / 0 °C / Horner-Wadsworth-Emmons reaction
2.2: -78 - 0 °C
3.1: lithium aluminium tetrahydride; AlCl3, aluminium chloride / tetrahydrofuran / 1 h / 0 - 25 °C
4.1: manganese(IV) oxide; sodium carbonate / dichloromethane / 1 h / 25 °C
View Scheme
参考文献
Magoulas, George E.; Bariamis, Stavros E.; Athanassopoulos, Constantinos M.; Haskopoulos, Anastasios; Dedes, Petros G.; Krokidis, Marios G.; Karamanos, Nikos K.; Kletsas, Dimitris; Papaioannou, Dionissios; Maroulis, George
European Journal of Medicinal Chemistry, 2011 , vol. 46, # 2 p. 721 - 737
反应条件
1: lithium aluminium tetrahydride; AlCl3, aluminium chloride / tetrahydrofuran / 1 h / 0 - 25 °C
2: manganese(IV) oxide; sodium carbonate / dichloromethane / 1 h / 25 °C
View Scheme
参考文献
Magoulas, George E.; Bariamis, Stavros E.; Athanassopoulos, Constantinos M.; Haskopoulos, Anastasios; Dedes, Petros G.; Krokidis, Marios G.; Karamanos, Nikos K.; Kletsas, Dimitris; Papaioannou, Dionissios; Maroulis, George
European Journal of Medicinal Chemistry, 2011 , vol. 46, # 2 p. 721 - 737
反应条件
1.1: N,N'-dimethyl-N,N'-propyleneurea; n-butyllithium / tetrahydrofuran; hexanes / 0.67 h / 0 °C / Horner-Wadsworth-Emmons reaction
1.2: -78 - 0 °C
2.1: lithium aluminium tetrahydride; AlCl3, aluminium chloride / tetrahydrofuran / 1 h / 0 - 25 °C
3.1: manganese(IV) oxide; sodium carbonate / dichloromethane / 1 h / 25 °C
View Scheme
参考文献
Magoulas, George E.; Bariamis, Stavros E.; Athanassopoulos, Constantinos M.; Haskopoulos, Anastasios; Dedes, Petros G.; Krokidis, Marios G.; Karamanos, Nikos K.; Kletsas, Dimitris; Papaioannou, Dionissios; Maroulis, George
European Journal of Medicinal Chemistry, 2011 , vol. 46, # 2 p. 721 - 737
反应条件
1.1: 100 - 150 °C / Neat (no solvent)
2.1: N,N'-dimethyl-N,N'-propyleneurea; n-butyllithium / tetrahydrofuran; hexanes / 0.67 h / 0 °C / Horner-Wadsworth-Emmons reaction
2.2: -78 - 0 °C
3.1: lithium aluminium tetrahydride; AlCl3, aluminium chloride / tetrahydrofuran / 1 h / 0 - 25 °C
4.1: manganese(IV) oxide; sodium carbonate / dichloromethane / 1 h / 25 °C
View Scheme
参考文献
Magoulas, George E.; Bariamis, Stavros E.; Athanassopoulos, Constantinos M.; Haskopoulos, Anastasios; Dedes, Petros G.; Krokidis, Marios G.; Karamanos, Nikos K.; Kletsas, Dimitris; Papaioannou, Dionissios; Maroulis, George
European Journal of Medicinal Chemistry, 2011 , vol. 46, # 2 p. 721 - 737
反应条件
1: 83 percent
2: 99 percent / LiAlH4
3: 20 percent / MnO2
View Scheme
参考文献
Lewin; Black; Bos; Goehring; Nair; Whiting; Bouquin; Tetrault; Carroll
Pharmaceutical Research, 1995 , vol. 12, # 7 p. 983 - 992
反应条件
1: 99 percent / LiAlH4
2: 20 percent / MnO2
View Scheme
参考文献
Lewin; Black; Bos; Goehring; Nair; Whiting; Bouquin; Tetrault; Carroll
Pharmaceutical Research, 1995 , vol. 12, # 7 p. 983 - 992
