3-(3,4-二甲氧基苯甲酰)丙酸合成路线 （共 32 条）
反应条件
1: H2, HClO4 / Pd-C / acetic acid 2: polyphosphoric acid 3: nBuONO, KOtBu / butan-1-ol; diethyl ether 4: Zn / acetic acid 5: NaBH4 6: aq. NaOH / methanol 7: aq. HCl / benzene View Scheme
参考文献
Thrift,R.I.
Journal of the Chemical Society [Section] C: Organic, 1967 , p. 288 - 293
反应条件
1: 72 percent / aq. HCl, Zn/Hg / toluene / 24 h / Heating
2: 56 percent / 95percent aq. H2SO4 / 0.5 h / 95 °C
3: 1.) Mg / 1.) ether, 2.) a) RT, 6 h, b) reflux, 1 h
4: 80 percent / H2 / PtO2 / ethanol / 8 h / 2660 Torr
View Scheme
参考文献
Bandaranayake, Wickramasinghe M.; Riggs, Noel V.
Australian Journal of Chemistry, 1981 , vol. 34, # 1 p. 115 - 129
反应条件
1: 94 percent / Et3SiH, CF3CO2H / 6 h
2: 74.5 percent / polyphosphoric acid (PPA) / 1.25 h / 75 °C
3: 96 percent / LAH / tetrahydrofuran / 3 h / Ambient temperature
4: 98.5 percent / MgSO4 / benzene / 1 h / Heating
5: NaHCO3 / benzene / 0.17 h / Ambient temperature
6: 88.6 percent / 1.) BBr3 / CH2Cl2 / 1.) RT, 10 h, 2.) RT, 5 h
View Scheme
参考文献
Hamada, Akihiko; Chang, Yu An; Uretsky, Norman; Miller, Duane D.
Journal of Medicinal Chemistry, 1984 , vol. 27, # 5 p. 675 - 680
反应条件
1: 94 percent / Et3SiH, CF3CO2H / 6 h
2: 74.5 percent / polyphosphoric acid (PPA) / 1.25 h / 75 °C
3: 96 percent / LAH / tetrahydrofuran / 3 h / Ambient temperature
4: 98.5 percent / MgSO4 / benzene / 1 h / Heating
5: 64 percent / NaHCO3 / benzene / 0.17 h / Ambient temperature
View Scheme
参考文献
Hamada, Akihiko; Chang, Yu An; Uretsky, Norman; Miller, Duane D.
Journal of Medicinal Chemistry, 1984 , vol. 27, # 5 p. 675 - 680
反应条件
1: 94 percent / Et3SiH, CF3CO2H / 6 h
2: 74.5 percent / polyphosphoric acid (PPA) / 1.25 h / 75 °C
3: 96 percent / LAH / tetrahydrofuran / 3 h / Ambient temperature
4: 98.5 percent / MgSO4 / benzene / 1 h / Heating
5: 64 percent / NaHCO3 / benzene / 0.17 h / Ambient temperature
6: 93 percent / Et3SiH, CF3CO2H / benzene / 5 h / Ambient temperature
View Scheme
参考文献
Hamada, Akihiko; Chang, Yu An; Uretsky, Norman; Miller, Duane D.
Journal of Medicinal Chemistry, 1984 , vol. 27, # 5 p. 675 - 680
反应条件
1: hydrogenchloride; mercury dichloride; zinc / toluene; water / 24 h / Reflux
2: polyphosphoric acid / 6 h / 90 °C
3: pyridinium tribromide / chloroform; ethanol / 0.33 h / 50 °C
View Scheme
参考文献
PRESIDENT AND FELLOWS OF HARVARD COLLEGE; CHOREV, Michael; AKTAS, Bertal Huseyin; HALPERIN, Jose A.; WAGNER, Gerhard
Patent: WO2012/6068 A2, 2012 ;
反应条件
potassium carbonate
Erwaermen des Reaktionsgemisches mit wss. Salzsaeure.;
参考文献
Coran; Giannellini; Bambagiotti-Alberti; Moriggi; Sala; Valle
Farmaco, 1995 , vol. 50, # 7-8 p. 511 - 518
反应条件
potassium carbonate
Erwaermen des Reaktionsgemisches mit wss. Salzsaeure;
参考文献
Rothe; Zimmer
Journal of Organic Chemistry, 1959 , vol. 24, p. 586,588
反应条件
hydrazine hydrate in ethanol
4 h; Reflux;
参考文献
Kagayama, Kohei; Morimoto, Tatsuya; Nagata, Seigo; Katoh, Fumitaka; Zhang, Xin; Inoue, Naoki; Hashino, Asami; Kageyama, Kiyoto; Shikaura, Jiro; Niwa, Tomoko
Bioorganic and Medicinal Chemistry, 2009 , vol. 17, # 19 p. 6959 - 6970
反应条件
1: triethylsilane; trifluoroacetic acid / 2 h / Reflux
2: polyphosphoric acid / dichloromethane / 2 h / Reflux
3: hydrogen bromide / 4 h / Reflux
4: potassium fluoride / N,N-dimethyl-formamide / 6 h / 140 °C
View Scheme
参考文献
Liao, Sheng-Rong; Zhou, Chen-Xi; Wu, Wei-Bin; Ou, Tian-Miao; Tan, Jia-Heng; Li, Ding; Gu, Lian-Quan; Huang, Zhi-Shu
European Journal of Medicinal Chemistry, 2012 , vol. 53, p. 52 - 63
