3-(4-(苄氧基)苯基)丙酸甲酯合成路线 (共 24 条)
反应条件
1.1: NaH / dimethylformamide / 0.17 h / 0 °C
1.2: 72 percent / dimethylformamide / 20 °C
2.1: methanol / 16 h / 25 °C
View Scheme
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
1: 87 percent / NaH / dimethylformamide / 14 h / 20 °C
2: 95 percent / H2; 2,2'-dipyridyl / Pd/C / 15 h / 20 °C
View Scheme
参考文献
Sajiki, Hironao; Hirota, Kosaku
Tetrahedron, 1998 , vol. 54, # 46 p. 13981 - 13996
反应条件
1: 87 percent / NaH / dimethylformamide / 14 h / 20 °C
2: 95 percent / H2; 2,2'-dipyridyl / Pd/C / 15 h / 20 °C
View Scheme
参考文献
Sajiki, Hironao; Hirota, Kosaku
Tetrahedron, 1998 , vol. 54, # 46 p. 13981 - 13996
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
1: 77 percent / KOH / ethanol / 5 h / Heating
2: 1.) Ph3P / 1.) CH2Cl2, RT, 2 d, 2.) RT, 3 h
3: 1.) n-BuLi / 1.) THF and hexane, -78 deg C to RT, overnight, 2.) from -5 deg C to 25 deg C, overnight
View Scheme
参考文献
Wu, Guangzhong; Geib, Steven J.; Rheingold, Arnold L.; Heck, Richard F.
Journal of Organic Chemistry, 1988 , vol. 53, # 14 p. 3238 - 3241
反应条件
1: 77 percent / KOH / ethanol / 5 h / Heating
2: 1.) Ph3P / 1.) CH2Cl2, RT, 2 d, 2.) RT, 3 h
3: 1.) n-BuLi / 1.) THF and hexane, -78 deg C to RT, overnight, 2.) from -5 deg C to 25 deg C, overnight
View Scheme
参考文献
Wu, Guangzhong; Geib, Steven J.; Rheingold, Arnold L.; Heck, Richard F.
Journal of Organic Chemistry, 1988 , vol. 53, # 14 p. 3238 - 3241
参考文献
ELI LILLY AND COMPANY
Patent: WO2004/789 A1, 2003 ;
Location in patent: Page 29 ;
WO 2004/000789 A1
反应条件
1: 2.840 g / thionyl chloride / benzene; pyridine / 1 h / Ambient temperature
2: 0.603 g / NaH / paraffin; dimethylformamide / 3 h / Ambient temperature
3: 0.370 g / KON / ethanol; H2O / 3 h / Heating
4: 0.249 g / 150 - 160 °C / 15 - 20 Torr
5: 1.663 g / diethyl ether / 2 h / Ambient temperature
View Scheme
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: 0.603 g / NaH / paraffin; dimethylformamide / 3 h / Ambient temperature
2: 0.370 g / KON / ethanol; H2O / 3 h / Heating
3: 0.249 g / 150 - 160 °C / 15 - 20 Torr
4: 1.663 g / diethyl ether / 2 h / Ambient temperature
View Scheme
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: 0.370 g / KON / ethanol; H2O / 3 h / Heating
2: 0.249 g / 150 - 160 °C / 15 - 20 Torr
3: 1.663 g / diethyl ether / 2 h / Ambient temperature
View Scheme
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