2,4,5-三甲氧基苯甲酸合成路线 （共 59 条）
反应条件
methanesulfonyl chloride; triethylamine in tetrahydrofuran
T=0°C;
参考文献
Daskiewicz, Jean-Baptiste; Depeint, Flore; Viornery, Lionel; Bayet, Christine; Comte-Sarrazin, Geraldine; Comte, Gilles; Gee, Jennifer M.; Johnson, Ian T.; Ndjoko, Karine; Hostettmann, Kurt; Barron, Denis
Journal of Medicinal Chemistry, 2005 , vol. 48, # 8 p. 2790 - 2804
反应条件
1: 4 N aq. NaOH / benzene; CH2Cl2; H2O / 1 h / Ambient temperature
2: 1.) sec-BuLi, TMEDA, 2.) I2 / 1.) hexane, THF, -78 deg C, 1 h, 2.) hexane, THF, -20 deg C, 10 min
3: 81 percent / K2CO3, CuCl / propan-2-ol / 1.5 h / Heating
4: 69 percent / K2CO3 / dimethylformamide / 3 h / 20 - 45 °C
5: 1.) POCl3, 2.) 1 N aq. HCl / 1.) reflux, 30 min, 2.) EtOH, reflux, 1 h
6: 78 percent / KOH / dimethylsulfoxide / 1 h / Ambient temperature
7: 20 percent / 6 N aq. HCl / ethanol / 4 h / Heating
View Scheme
参考文献
Kato; Fujita; Fujimura; Kawashima; Nishiyama
Chemical and Pharmaceutical Bulletin, 1993 , vol. 41, # 3 p. 445 - 452
反应条件
1: SOCl2
2: DMAP; pyridine
View Scheme
参考文献
Nakamura, Hiroyuki; Sasaki, Yusuke; Uno, Masaharu; Yoshikawa, Tomohiro; Asano, Toru; Ban, Hyun Seung; Fukazawa, Hidesuke; Shibuya, Masabumi; Uehara, Yoshimasa
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 19 p. 5127 - 5131
反应条件
1: SOCl2
2: DMAP; pyridine
View Scheme
参考文献
Nakamura, Hiroyuki; Sasaki, Yusuke; Uno, Masaharu; Yoshikawa, Tomohiro; Asano, Toru; Ban, Hyun Seung; Fukazawa, Hidesuke; Shibuya, Masabumi; Uehara, Yoshimasa
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 19 p. 5127 - 5131
反应条件
1: thionyl chloride / 3 h / Heating
2: 2.2 g / aluminium chloride / diethyl ether / 48 h / Heating
3: 1.) boron trichloride, 2.) 2M aq. sodium hydroxide / 1.) dichloromethane, 2.) methanol, pyridine, 18 h, reflux
4: 2.6 g / 45percent w/v HBr-glacial acetic acid / 4 h / Heating
View Scheme
参考文献
Cotterill, Phillip J.; Scheinmann, Feodor
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 2353 - 2357
反应条件
1: benzene; SOCl2
View Scheme
参考文献
Haraszti
Acta Physica et Chemica, 1931 , vol. 2, p. 59,70, 71; dtsch. Ref. S. 77, 78
Chem.Abstr., 1931 , p. 5154
反应条件
hydrogenchloride; AlCl3 in water; argon; N,N-dimethyl-formamide; toluene
参考文献
ZERIA PHARMACEUTICAL CO., LTD.
Patent: WO2006/22252 A1, 2006 ;
Location in patent: Page/Page column 9-10 ;
反应条件
hydrogenchloride; sodium hydroxide; sodium bromide in water; argon; ethyl acetate
参考文献
ZERIA PHARMACEUTICAL CO., LTD.
Patent: EP1792888 A1, 2007 ;
反应条件
copper(I) oxide; palladium diacetate; dimethyl sulfoxide; silver carbonate in toluene
T=110°C; 2 h; chemoselective reaction;
参考文献
Wang, Jiantao; Cui, Zili; Zhang, Yuexia; Li, Huajie; Wu, Long-Min; Liu, Zhongquan
Organic and Biomolecular Chemistry, 2011 , vol. 9, # 3 p. 663 - 666
