3,4,5-三甲氧基苯乙酸合成路线 （共 59 条）
反应条件
1: (+)-10-camphorsulfonic acid / formamide / 16 h / 60 °C 2: trichlorophosphate; triethylamine / ethylene glycol dimethyl ether / 2 h / -10 - -5 °C View Scheme
参考文献
UNIWERSYTET MEDYCZNY IM. KAROLA MARCINKOWSKIEGO; STEFAŃSKI, Tomasz; RÓŻAŃSKI, Jakub; MIKSTACKA, Renata; SOBIAK, Stanisław
Patent: WO2013/147629 A1, 2013 ;
反应条件
2: 76 percent / LAH 3: 74 percent / SOCl2 / pyridine View Scheme
参考文献
Major,R.T.; Ohly,K.W.
Journal of Medicinal and Pharmaceutical Chemistry, 1961 , vol. 4, p. 51 - 65
反应条件
hydrogenchloride; sodium hexamethyldisilazane in tetrahydrofuran; hexane; ethyl acetate
参考文献
Ariad Gene Therapeutics, Inc.
Patent: US6566073 B1, 2003 ;
反应条件
1: 3,4,5-trimethoxy-phenyl-acetic acid With sodium hexamethyldisilazane in tetrahydrofuran T=0°C; Methylation; 0.25 h; 2: EtBr(-I) in tetrahydrofuran T=20°C; Alkylation; 12 h; Further stages.;
参考文献
Yang, Wu; Rozamus, Leonard W.; Narula, Surinder; Rollins, Carl T.; Yuan, Ruth; Andrade, Lawrence J.; Ram, Mary K.; Phillips, Thomas B.; Van Schravendijk, Marie Rose; Dalgarno, David; Clackson, Tim; Holt, Dennis A.
Journal of Medicinal Chemistry, 2000 , vol. 43, # 6 p. 1135 - 1142
反应条件
sulfuric acid 2 h; Heating;
参考文献
Sintas, Jose A.; Vitale, Arturo A.
Journal of Labelled Compounds and Radiopharmaceuticals, 1998 , vol. 41, # 1 p. 53 - 61
参考文献
Hadacek et al.
Chemicke Listy, 1955 , vol. 49, p. 271
Chem.Abstr., 1956 , p. 1865
参考文献
Majchrzak; Kotelko; Guryn; Lambert; Szadowska; Kowalczyk
Journal of Pharmaceutical Sciences, 1983 , vol. 72, # 3 p. 304 - 306
反应条件
hydrogen bromide; acetic acid 15 h; Heating;
参考文献
Gomes, Catarina A.; Girao Da Cruz, Teresa; Andrade, Jose L.; Milhazes, Nuno; Borges, Fernanda; Marques, M. Paula M.
Journal of Medicinal Chemistry, 2003 , vol. 46, # 25 p. 5395 - 5401
反应条件
1.1: potassium hexamethylsilazane / tetrahydrofuran / 1.5 h / -25 - -15 °C / Inert atmosphere 1.2: -25 - 20 °C 2.1: cinchonidine / acetonitrile / Separation of racemate 2.2: pH 2 / Separation of racemate View Scheme
参考文献
ARIAD PHARMACEUTICALS, INCORPORATED; LI, Feng; WANG, Yihan
Patent: WO2012/103279 A2, 2012 ;
反应条件
sodium azide; N-ethyl-N,N-diisopropylamine; [bis(2-methoxyethyl)amino]-sulfur trifluoride in dichloromethane; dimethyl sulfoxide T=0 - 20°C; 4 h;
参考文献
Kangani, Cyrous O.; Day, Billy W.; Kelley, David E.
Tetrahedron Letters, 2008 , vol. 49, # 5 p. 914 - 918
