3-[4-(苄氧基)苯基]丙酸合成路线 (共 27 条)
反应条件
diazomethyl-trimethyl-silane
T=25°C; 16 h;
参考文献
BOGER, Dale, L.
Patent: WO2008/147553 A1, 2008 ;
Location in patent: Page/Page column 39 ;
WO 2008/147553 A1
反应条件
in methanol
T=25°C; 16 h;
参考文献
Hardouin, Christophe; Kelso, Michael J.; Romero, F. Anthony; Rayl, Thomas J.; Leung, Donmienne; Hwang, Inkyu; Cravatt, Benjamin F.; Boger, Dale L.
Journal of Medicinal Chemistry, 2007 , vol. 50, # 14 p. 3359 - 3368
反应条件
in diethyl ether
2 h; Ambient temperature;
参考文献
Ishii, Hisashi; Ishikawa, Tsutomu; Tohojoh, Toshiaki; Murakami, Keiko; Kawanable, Eri; et al.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1982 , # 9 p. 2051 - 2058
反应条件
1: 85 percent / lithium aluminium hydride / diethyl ether / 2.5 h / Heating
2: 89 percent / hydrogen / 10percent palladium-carbon / acetic acid
3: 4.08 g / potassium carbonate / acetone / 0.5 h / Heating
View Scheme
参考文献
Henley-Smith, Peter; Whiting, Donald A.; Wood, Andrew F.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 614 - 622
反应条件
1: 85 percent / lithium aluminium hydride / diethyl ether / 2.5 h / Heating
2: 89 percent / hydrogen / 10percent palladium-carbon / acetic acid
3: 4.08 g / potassium carbonate / acetone / 0.5 h / Heating
4: 51 percent / pyridinium chlorochromate / CH2Cl2
View Scheme
参考文献
Henley-Smith, Peter; Whiting, Donald A.; Wood, Andrew F.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 614 - 622
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 / HATU; triethylamine / dimethylformamide / 3 h / 20 °C
2: 88 percent / LiOH*H2O / tetrahydrofuran; methanol; H2O / 3 h / 0 °C
3: 3.24 g / 1-hydroxy-7-azabenzotriazole; HATU; DIEA / dimethylformamide / 20 °C
4: 13 percent / Grubb's first generation catalyst / CH2Cl2 / 12 h / 40 °C
5: mercaptoacetic acid; LiOH*H2O / dimethylformamide / 1 h / 20 °C
6: 382 mg / HATU; triethylamine / dimethylformamide / 20 °C
7: 78 percent / tetrabutylammonium fluoride / tetrahydrofuran / 96 h / -20 °C
8: triphenylphosphine; DIAD / tetrahydrofuran / 24 h / 20 °C
View Scheme
参考文献
Cluzeau, Jerome; Oishi, Shinya; Ohno, Hiroaki; Wang, Zixuan; Evans, Barry; Peiper, Stephen C.; Fujii, Nobutaka
Organic and Biomolecular Chemistry, 2007 , vol. 5, # 12 p. 1915 - 1923