3,4,5-三甲氧基苯乙酸合成路线 (共 59 条)
参考文献
Edgar,M.T. et al.
Journal of Organic Chemistry, 1978 , vol. 43, # 21 p. 4115 - 4120
反应条件
1: LiAlH4 / diethyl ether
2: Py
3: N2H4
View Scheme
参考文献
Schumann,E.L. et al.
Journal of Medicinal and Pharmaceutical Chemistry, 1961 , vol. 3, p. 567 - 582
反应条件
1: With dicyclohexyl-carbodiimide in dichloromethane
T=0°C; Inert atmosphere;
2: With ammonia in 1,4-dioxane; dichloromethane
T=0 - 20°C; Inert atmosphere;
参考文献
Ilovich, Ohad; Billauer, Hana; Dotan, Sharon; Mishani, Eyal
Bioorganic and Medicinal Chemistry, 2010 , vol. 18, # 2 p. 612 - 620
反应条件
1.1: oxalyl dichloride; N,N-dimethyl-formamide / toluene / 1 h / 20 °C / Inert atmosphere
2.1: sodium hydroxide / dichloromethane; water / 16 h / 0 - 20 °C
3.1: borane-THF / tetrahydrofuran / 18 h / Reflux; Inert atmosphere
3.2: 0.5 h / 20 °C
View Scheme
参考文献
Schrittwieser, Joerg H.; Resch, Verena; Wallner, Silvia; Lienhart, Wolf-Dieter; Sattler, Johann H.; Resch, Jasmin; MacHeroux, Peter; Kroutil, Wolfgang
Journal of Organic Chemistry, 2011 , vol. 76, # 16 p. 6703 - 6714
反应条件
1: diluted acetic acid; bromine water
2: nitric acid
View Scheme
参考文献
de Laire; Tiemann
Chemische Berichte, 1893 , vol. 26, p. 2019
反应条件
1: piperidine / 150 °C
2: palladium/charcoal; methanol / Hydrogenation
View Scheme
参考文献
Massarani
Farmaco, Edizione Scientifica, 1957 , vol. 12, p. 380,385
反应条件
1: (i) (COCl)2, (ii) H2, quinoline, sulfur, Pd-BaSO4, xylene
2: (i) aq. H2O2, KOH, (ii) (dehydration), (iii) /BRN= 1969803/
View Scheme
参考文献
Scott,A.I. et al.
Tetrahedron, 1965 , vol. 21, p. 3605 - 3631
反应条件
(i) (COCl)2, (ii) H2, quinoline, sulfur, Pd-BaSO4, xylene; Multistep reaction;
参考文献
Pelphrey, Phillip M.; Popov, Veljko M.; Joska, Tammy M.; Beierlein, Jennifer M.; Bolstad, Erin S. D.; Fillingham, Yale A.; Wright, Dennis L.; Anderson, Amy C.
Journal of Medicinal Chemistry, 2007 , vol. 50, # 5 p. 940 - 950
反应条件
1.1: (COCl)2; DMF / tetrahydrofuran / 0.17 h
2.1: LDA / tetrahydrofuran / 1 h / -78 °C
2.2: 87 percent / tetrahydrofuran / -78 - 20 °C
View Scheme
参考文献
Katz, Christopher E.; Aube, Jeffrey
Journal of the American Chemical Society, 2003 , vol. 125, # 46 p. 13948 - 13949