3-(3,4,5-三甲氧基苯基)丙酸合成路线 (共 28 条)
反应条件
1.1: 76 percent / polyphosphoric acid / 2 h / 90 °C 2.1: diethyl oxalate; NaOMe / toluene / 1 h / 20 °C 2.2: 72 percent / aq. H2O2; KOH / methanol / 16 h / 20 °C 3.1: 81.7 percent / pyridine / diethyl ether / 20 °C 4.1: 76 percent / acetic anhydride / 2 h / Heating 5.1: 75 percent / boron tribromide / CH2Cl2 / 0.33 h / -78 °C View Scheme
参考文献
Saeed, Aamer; Ehsan, Somia
Chemistry of Heterocyclic Compounds, 2005 , vol. 41, # 11 p. 1381 - 1385
反应条件
lithium diisopropyl amide Yield given;
参考文献
Belletire, J. L.; Fremont, S. L.; Fry, D. F.
Synthetic Communications, 1988 , vol. 18, # 7 p. 699 - 710
反应条件
1.1: triethylamine; diphenyl phosphoryl azide / benzene 1.2: 30 h / 80 °C 2.1: hydrogen; palladium on activated charcoal / methanol; chloroform / 24 h View Scheme
参考文献
Aksu, Kadir; Nar, Meryem; Tanc, Muhammet; Vullo, Daniela; Guelcin, Ilhami; Goeksu, Sueleyman; Tuemer, Ferhan; Supuran, Claudiu T.
Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 11 p. 2925 - 2931
反应条件
1: (COCl)2 / benzene / Ambient temperature 2: 73.6 percent / KH View Scheme
参考文献
Belletire, J. L.; Fremont, S. L.; Fry, D. F.
Synthetic Communications, 1988 , vol. 18, # 7 p. 699 - 710
反应条件
1: thionyl chloride; chloroform / anschliessendes Behandeln mit einer wss. Loesung von Natriumhydroxid und Ammoniak 2: alkaline aqueous sodium hypobromite View Scheme
参考文献
Aksu, Kadir; Nar, Meryem; Tanc, Muhammet; Vullo, Daniela; Guelcin, Ilhami; Goeksu, Sueleyman; Tuemer, Ferhan; Supuran, Claudiu T.
Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 11 p. 2925 - 2931
反应条件
borane-THF in tetrahydrofuran
T=0 - 20°C;
参考文献
Besong, Gilbert; Jarowicki, Krzysztof; Kocienski, Philip J.; Sliwinski, Eric; Boyle, F. Thomas
Organic and Biomolecular Chemistry, 2006 , vol. 4, # 11 p. 2193 - 2207
反应条件
hydrogenchloride
T=20°C; 24 h;
参考文献
Boyer, Francois-Didier; Hanna, Issam
Organic Letters, 2007 , vol. 9, # 4 p. 715 - 718
反应条件
1.1: oxalyl chloride / N,N-dimethylformamide / CH2Cl2
2.1: Na
2.2: 83 percent / methanol / 5 h / 20 °C
View Scheme
参考文献
Elsinghorst, Paul W.; Gonzalez Tanarro, Camino M.; Guetschow, Michael
Journal of Medicinal Chemistry, 2006 , vol. 49, # 25 p. 7540 - 7544