2,3,4-三甲氧基苯甲酸合成路线 （共 42 条）
反应条件
1: nitric acid / 0.17 h / 0 °C 2: sulfuric acid / 110 °C / |Reflux 3: palladium 10 on activated carbon; hydrogen / ethanol / 12 h / 20 °C View Scheme
参考文献
Zhang, Ying; Huang, Yin-Jiu; Xiang, Hong-Mei; Wang, Pei-Yi; Hu, De-Yu; Xue, Wei; Song, Bao-An; Yang, Song
European Journal of Medicinal Chemistry, 2014 , vol. 78, p. 23 - 34
反应条件
lithium aluminium tetrahydride
参考文献
Gutsche; Johnson
Journal of the American Chemical Society, 1954 , vol. 76, p. 1776,1778
反应条件
1: 75 percent / nitric acid / 0.17 h / 0 °C
2: 83 percent / hydrogen / platinum oxide / ethanol / 0.5 h / 2068.6 Torr
3: 92 percent / sodium hydroxide / toluene / 0 °C
4: 1.) sodium hydride / 1.) dimethylacetamide, 2.) room temperature, 3 h
5: 49 percent / diisopropylamine, n-butyllithium / tetrahydrofuran; hexane / 1.) -78 deg C, 1 h, 2.) -78 deg C, 30 min, 3.) RT, 90 min
6: 55 percent / palladium-on-charcoal / xylene / 2 h / Heating
View Scheme
参考文献
Coppola, Gary M.; Schuster, Herbert F.
Journal of Heterocyclic Chemistry, 1989 , vol. 26, p. 957 - 964
反应条件
4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride in dichloromethane
T=20°C; 24 h; Inert atmosphere;
参考文献
Caldwell, Stuart T.; McPhail, Donald B.; Duthie, Garry G.; Hartley, Richard C.
Canadian Journal of Chemistry, 2012 , vol. 90, # 1 p. 23 - 33
反应条件
1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 18 h / 20 °C / |Inert atmosphere
2: pyridine; potassium hydroxide / 2 h / 50 °C / |Inert atmosphere
3: sulfuric acid / acetic acid / 1 h / 110 °C / |Inert atmosphere
View Scheme
参考文献
Kim, Yeong Sang; Keyser, Samantha G.L.; Schneekloth Jr., John S.
Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 4 p. 1094 - 1097
反应条件
oxalyl dichloride; N,N-dimethyl-formamide in toluene
3.5 h;
参考文献
SAMARITAN PHARMACEUTICALS, INC.; GEORGETOWN UNIVERSITY; LECANU, Laurent; GREESON, Janet; PAPADOPOULOS, Vassilios
Patent: WO2005/108378 A2, 2005 ;
Location in patent: Page/Page column 19 ;
WO 2005/108378 A2
反应条件
1.1: (COCl)2; DMF / CH2Cl2 / 4 h / 20 °C
1.2: 96 percent / thionyl chloride / CH2Cl2 / 12 h / 20 °C
2.1: 96 percent / 4 h / reflux
3.1: Methyl trifluoromethane sulfonate / CH2Cl2 / 2 h / 20 °C
3.2: 82 percent / NaBH4 / CH2Cl2; tetrahydrofuran; methanol / 1 h / 0 °C
View Scheme
参考文献
Meyers; Willemsen, Jeffrey J.
Tetrahedron, 1998 , vol. 54, # 35 p. 10493 - 10511
反应条件
1: SOCl2
2: CH2Cl2 / 3 h / Ambient temperature
View Scheme
参考文献
Bringmann, Gerhard; Zhang, Guoliang; Hager, Anastasia; Moos, Michael; Irmer, Andreas; Bargou, Ralf; Chatterjee, Manik
European Journal of Medicinal Chemistry, 2011 , vol. 46, # 12 p. 5778 - 5789
反应条件
chlorosulfonic acid
T=20°C; 4 h;
参考文献
Tang, Guozhi; Yang, Chao-Yie; Nikolovska-Coleska, Zaneta; Guo, Jie; Qiu, Su; Wang, Renxiao; Gao, Wei; Wang, Guoping; Stuckey, Jeanne; Krajewski, Krzysztof; Jiang, Sheng; Roller, Peter P.; Wang, Shaomeng
Journal of Medicinal Chemistry, 2007 , vol. 50, # 8 p. 1723 - 1726
参考文献
THE REGENTS OF THE UNIVERSITY OF MICHIGAN
Patent: WO2006/23778 A2, 2006 ;
Location in patent: Page/Page column 23 ;
