3,4-(亚甲二氧)肉桂酸合成路线 （共 62 条）
反应条件
1: HCl / diethyl ether / Heating
2: H2 / PtO2 / ethanol
View Scheme
参考文献
Orr; Musso; Boswell; Kelley; Joyner; Davis; Baccanari
Journal of Medicinal Chemistry, 1995 , vol. 38, # 19 p. 3850 - 3856
反应条件
Pd-C in sodium hydroxide; water
参考文献
KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY
Patent: EP525360 A2, 1993 ;
反应条件
1: nitric acid
2: hydrochloric acid
View Scheme
参考文献
Perkin,F. M.
Journal of the Chemical Society, 1891 , vol. 59, p. 152
反应条件
1: 1.) PCl5, 2.) 97percent formic acid; / 1.) 105 deg C, 18.5 h;
2: 88 percent / conc. H2SO4, 90percent HNO3 / 0.5 h / 0 - 10 °C
3: 68 percent / SnCl2*2H2O, conc. HCl / 1.17 h / 24 - 25 °C
4: 1.) nitrosylsulfuric acid, 2.) sodium azide; / 1.) acetic anhydride, acetic acid, 20-35 deg C, 30 min, 2.) 25 deg C, 15 min;
5: 80 percent / Cu powder / various solvent(s) / 0.83 h / 180 °C
View Scheme
参考文献
Lutz; McNamara; Olinger; et al.
Journal of Heterocyclic Chemistry, 1984 , vol. 21, # 4 p. 1183 - 1188
反应条件
1: hydrogenating agent
2: 83 percent / acetic acid / Ambient temperature
3: 86 percent / 1M NaOH / H2O / 1 h / 10 °C
4: 100 percent / dioxane; diethyl ether
5: 95 percent / PDC / 1.) CH2Cl2, room temp., 12 h, 2.) CH2Cl2, Et2O, r.t., 2 h
View Scheme
参考文献
Barreiro, Eliazer J.; Costa, Paulo R. R.; Coelho, Fernando A. S.; Farias, Florence M. C. de
Journal of Chemical Research, Miniprint, 1985 , # 7 p. 2301 - 2332
反应条件
1: 100 percent / H2 / Pd/C / dimethylformamide / 24 h / 760 Torr
2: 1.) pivaloyl chloride, 2.) BuLi
3: 1.) NaHMDS / 1.) THF, -73 deg C, 1 h, 2.) THF, 2 h
4: 30percent aq.H2O2, LiOH*H2O / tetrahydrofuran / 3 h / Ambient temperature
5: BH3*THF / 4 h / Ambient temperature
6: TFA / CH2Cl2 / 3 h / Ambient temperature
7: 1.) NaHMDS, 3.) Et3N, DMAP
8: DBU / toluene / 1.5 h / 80 °C
View Scheme
参考文献
Charlton, James L.; Chee, Gaik-Lean
Canadian Journal of Chemistry, 1997 , vol. 75, # 8 p. 1076 - 1083
反应条件
1: (E)-3-(benzo[1,3]dioxol-5-yl)acrylic acid With benzotriazol-1-ol; diisopropyl-carbodiimide in dichloromethane
2: isobutylamine in dichloromethane
参考文献
Correa, Edwin Andres; Hoegestaett, Edward D.; Sterner, Olov; Echeverri, Fernando; Zygmunt, Peter M.
Bioorganic and Medicinal Chemistry, 2010 , vol. 18, # 9 p. 3299 - 3306
反应条件
1: 78 percent / dicyclohexylcarbodiimide, 4-dimethylaminopyridine
2: 86 percent / tetrahydrofuran / 0.17 h / Ambient temperature
View Scheme
参考文献
Nagao, Yoshimitsu; Seno, Kaoru; Kawabata, Kohji; Miyasaka, Tadao; Takao, Sachiko; Fujita, Eiichi
Chemical & Pharmaceutical Bulletin, 1984 , vol. 32, # 7 p. 2687 - 2699
反应条件
1: sulfuric acid / 24 h / |Reflux
2: hydrogen; palladium 10 on activated carbon / methanol / 20 °C / 2844.39 Torr / |Autoclave
View Scheme
参考文献
Aigret, Benoit M.; Jacobs, Jeroen; Van Meervelt, Luc; De Borggraeve, Wim M.
Synlett, 2013 , vol. 24, # 9 art. no. ST-2013-B0132-L, p. 1097 - 1100
反应条件
1.1: sulfuric acid / 24 h / |Reflux
2.1: hydrogen; palladium 10 on activated carbon / methanol / 20 °C / 2844.39 Torr / |Autoclave
3.1: bromine / dichloromethane / 0 °C
4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / |Inert atmosphere
5.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 4 h / -78 °C
5.2: 0.25 h / -78 °C
View Scheme
参考文献
Aigret, Benoit M.; Jacobs, Jeroen; Van Meervelt, Luc; De Borggraeve, Wim M.
Synlett, 2013 , vol. 24, # 9 art. no. ST-2013-B0132-L, p. 1097 - 1100
