5-(4-羟基苯基)戊酸合成路线 （共 17 条）
反应条件
sulfuric acid T=100°C; 5 h;
参考文献
Jacobson, Alan R.; Moe, Scott T.; Allen; Fessenden, James D.
Molecular Pharmacology, 2006 , vol. 70, # 1 p. 259 - 266
反应条件
hydrogen bromide; acetic acid
参考文献
Pratt; Hoppe; Archer
Journal of Organic Chemistry, 1948 , vol. 13, p. 576,578
反应条件
1.1: NaH / dimethylformamide
1.2: 70 percent / aq. NaOH / methanol
2.1: N,O-dimethylhydroxylamine hydrochloride; HOBT; EDAC
2.2: 80 percent / DIBAL / tetrahydrofuran / -78 °C
3.1: 95 percent / CH2Cl2
4.1: 100 percent / H2 / Pd(OH)2 / methanol; ethyl acetate
5.1: 100 percent / aq. NaOH / methanol
View Scheme
参考文献
Chu, Lin; Hutchins, Jennifer E.; Weber, Ann E.; Lo, Jane-Ling; Yang, Yi-Tien; Cheng, Kang; Smith, Roy G.; Fisher, Michael H.; Wyvratt, Matthew J.; Goulet, Mark T.
Bioorganic and Medicinal Chemistry Letters, 2001 , vol. 11, # 4 p. 509 - 513
反应条件
1.1: N,O-dimethylhydroxylamine hydrochloride; HOBT; EDAC
1.2: 80 percent / DIBAL / tetrahydrofuran / -78 °C
2.1: 95 percent / CH2Cl2
3.1: 100 percent / H2 / Pd(OH)2 / methanol; ethyl acetate
4.1: 100 percent / aq. NaOH / methanol
View Scheme
参考文献
Chu, Lin; Hutchins, Jennifer E.; Weber, Ann E.; Lo, Jane-Ling; Yang, Yi-Tien; Cheng, Kang; Smith, Roy G.; Fisher, Michael H.; Wyvratt, Matthew J.; Goulet, Mark T.
Bioorganic and Medicinal Chemistry Letters, 2001 , vol. 11, # 4 p. 509 - 513
反应条件
1: 95 percent / CH2Cl2
2: 100 percent / H2 / Pd(OH)2 / methanol; ethyl acetate
3: 100 percent / aq. NaOH / methanol
View Scheme
参考文献
Chu, Lin; Hutchins, Jennifer E.; Weber, Ann E.; Lo, Jane-Ling; Yang, Yi-Tien; Cheng, Kang; Smith, Roy G.; Fisher, Michael H.; Wyvratt, Matthew J.; Goulet, Mark T.
Bioorganic and Medicinal Chemistry Letters, 2001 , vol. 11, # 4 p. 509 - 513
反应条件
1: 100 percent / H2 / Pd(OH)2 / methanol; ethyl acetate
2: 100 percent / aq. NaOH / methanol
View Scheme
参考文献
Chu, Lin; Hutchins, Jennifer E.; Weber, Ann E.; Lo, Jane-Ling; Yang, Yi-Tien; Cheng, Kang; Smith, Roy G.; Fisher, Michael H.; Wyvratt, Matthew J.; Goulet, Mark T.
Bioorganic and Medicinal Chemistry Letters, 2001 , vol. 11, # 4 p. 509 - 513
反应条件
hydrogen bromide in acetic acid
3 h; Inert atmosphereReflux;
参考文献
Thuaud, Frederic; Kojima, Shuntaro; Hirai, Go; Oonuma, Kana; Tsuchiya, Ayako; Uchida, Takako; Tsuchimoto, Teruhisa; Sodeoka, Mikiko
Bioorganic and Medicinal Chemistry, 2014 , vol. 22, # 9 p. 2771 - 2782
反应条件
1.1: sulfuric acid / 3.5 h / |Reflux; |Inert atmosphere
2.1: diisobutylaluminium hydride / tetrahydrofuran / 2.5 h / -78 °C / |Inert atmosphere
3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / |Inert atmosphere
3.2: 0.33 h / 20 °C / |Inert atmosphere
4.1: toluene / 0.33 h / |Inert atmosphere; |Reflux
5.1: hydrogen; palladium on activated charcoal / ethanol / 10 h / 20 °C / |Inert atmosphere
6.1: hydrogen bromide / acetic acid / 3 h / |Inert atmosphere; |Reflux
View Scheme
参考文献
Thuaud, Frederic; Kojima, Shuntaro; Hirai, Go; Oonuma, Kana; Tsuchiya, Ayako; Uchida, Takako; Tsuchimoto, Teruhisa; Sodeoka, Mikiko
Bioorganic and Medicinal Chemistry, 2014 , vol. 22, # 9 p. 2771 - 2782
反应条件
1.1: diisobutylaluminium hydride / tetrahydrofuran / 2.5 h / -78 °C / |Inert atmosphere
2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / |Inert atmosphere
2.2: 0.33 h / 20 °C / |Inert atmosphere
3.1: toluene / 0.33 h / |Inert atmosphere; |Reflux
4.1: hydrogen; palladium on activated charcoal / ethanol / 10 h / 20 °C / |Inert atmosphere
5.1: hydrogen bromide / acetic acid / 3 h / |Inert atmosphere; |Reflux
View Scheme
参考文献
Thuaud, Frederic; Kojima, Shuntaro; Hirai, Go; Oonuma, Kana; Tsuchiya, Ayako; Uchida, Takako; Tsuchimoto, Teruhisa; Sodeoka, Mikiko
Bioorganic and Medicinal Chemistry, 2014 , vol. 22, # 9 p. 2771 - 2782
反应条件
1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / |Inert atmosphere
1.2: 0.33 h / 20 °C / |Inert atmosphere
2.1: toluene / 0.33 h / |Inert atmosphere; |Reflux
3.1: hydrogen; palladium on activated charcoal / ethanol / 10 h / 20 °C / |Inert atmosphere
4.1: hydrogen bromide / acetic acid / 3 h / |Inert atmosphere; |Reflux
View Scheme
参考文献
Thuaud, Frederic; Kojima, Shuntaro; Hirai, Go; Oonuma, Kana; Tsuchiya, Ayako; Uchida, Takako; Tsuchimoto, Teruhisa; Sodeoka, Mikiko
Bioorganic and Medicinal Chemistry, 2014 , vol. 22, # 9 p. 2771 - 2782
