(ar)-4-甲氧基-3-(3-甲氧基丙氧基)-a-(1-甲基乙基)-苯丙酸合成路线 （共 48 条）
反应条件
1.1: camphor-10-sulfonic acid / toluene / Dean-Stark system; Reflux
2.1: hydrogen / palladium 10 on activated carbon / methanol / 18 h / 20 °C / 760.05 Torr
3.1: hydrogenchloride; tri-(hydroxymethyl)-methylamine; water; HLAP / 48 h / 40 °C / Enzymatic reaction
3.2: 20 °C / pH 3.5
View Scheme
参考文献
CHEMO IBERICA, S.A.; TADDEI, Maurizio; RUSSO, Adele; CINI, Elena; RIVA, Renata; RASPARINI, Marcello; CARCONE, Luca; BANFI, Luca; VITALE, Romina; ROSEBLADE, Stephen; ZANOTTI-GEROSA, Antonio Carlo
Patent: WO2011/151442 A2, 2011 ;
反应条件
1.1: hydrogen / palladium 10 on activated carbon / methanol / 18 h / 20 °C / 760.05 Torr
2.1: hydrogenchloride; tri-(hydroxymethyl)-methylamine; water; HLAP / 48 h / 40 °C / Enzymatic reaction
2.2: 20 °C / pH 3.5
View Scheme
参考文献
CHEMO IBERICA, S.A.; TADDEI, Maurizio; RUSSO, Adele; CINI, Elena; RIVA, Renata; RASPARINI, Marcello; CARCONE, Luca; BANFI, Luca; VITALE, Romina; ROSEBLADE, Stephen; ZANOTTI-GEROSA, Antonio Carlo
Patent: WO2011/151442 A2, 2011 ;
反应条件
1: 76 percent / LiHMDS / tetrahydrofuran
2: 81 percent / LiOH; H2O2
View Scheme
参考文献
Dong, Hua; Zhang, Zhi-Liu; Huang, Jia-Hui; Ma, Rujian; Chen, Shu-Hui; Li, Ge
Tetrahedron Letters, 2005 , vol. 46, # 37 p. 6337 - 6340
反应条件
1.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / tetrahydrofuran; hexane / 1 h / |Cooling with ice; |Inert atmosphere
1.2: 16 h / -30 - -5 °C
2.1: dihydrogen peroxide; lithium hydroxide hydrate / tetrahydrofuran; water / 0 - 25 °C
View Scheme
参考文献
MYLAN LABORATORIES LTD; RAMA, Shankar; VADALI, Lakshmana Rao; GORANTLA, Sarat Chandra Srikanth; MANUKONDA, Seshadri rao; POTLA, Venkata Srinivas Rao; VADLAMUDI, Mohana Vamsi Krishna; POTHANI, Jayaram; ANUPATI, Raja Reddy
Patent: WO2013/118138 A1, 2013 ;
反应条件
1.1: 4-(N,N-dimethlyamino)pyridine; triethylamine / toluene / 0 - 25 °C
2.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / tetrahydrofuran; hexane / 1 h / |Cooling with ice; |Inert atmosphere
2.2: 16 h / -30 - -5 °C
3.1: dihydrogen peroxide; lithium hydroxide hydrate / tetrahydrofuran; water / 0 - 25 °C
View Scheme
参考文献
MYLAN LABORATORIES LTD; RAMA, Shankar; VADALI, Lakshmana Rao; GORANTLA, Sarat Chandra Srikanth; MANUKONDA, Seshadri rao; POTLA, Venkata Srinivas Rao; VADLAMUDI, Mohana Vamsi Krishna; POTHANI, Jayaram; ANUPATI, Raja Reddy
Patent: WO2013/118138 A1, 2013 ;
反应条件
1.1: sodium iodide / tetrahydrofuran / 16 h / 25 - 30 °C
2.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / tetrahydrofuran; hexane / 1 h / |Cooling with ice; |Inert atmosphere
2.2: 16 h / -30 - -5 °C
3.1: dihydrogen peroxide; lithium hydroxide hydrate / tetrahydrofuran; water / 0 - 25 °C
View Scheme
参考文献
MYLAN LABORATORIES LTD; RAMA, Shankar; VADALI, Lakshmana Rao; GORANTLA, Sarat Chandra Srikanth; MANUKONDA, Seshadri rao; POTLA, Venkata Srinivas Rao; VADLAMUDI, Mohana Vamsi Krishna; POTHANI, Jayaram; ANUPATI, Raja Reddy
Patent: WO2013/118138 A1, 2013 ;
反应条件
1.1: 72 percent / NaOMe / methanol / 1.5 h / Heating
2.1: 96 percent / NaBH4 / methanol / 1 h / 20 °C
3.1: 100 percent / Me3SiBr / 0.17 h / 20 °C
4.1: LiHMDS / tetrahydrofuran / 1.25 h / -70 °C
4.2: 86 percent / tetrahydrofuran / 18 h / 0 °C
5.1: 94 percent / H2O2; LiOH / tetrahydrofuran; H2O / 3 h / 20 °C
View Scheme
参考文献
Goeschke, Richard; Stutz, Stefan; Heinzelmann, Walter; Maibaum, Juergen
Helvetica Chimica Acta, 2003 , vol. 86, # 8 p. 2848 - 2870
反应条件
1.1: potassium carbonate / acetonitrile / 10 h / 25 - 35 °C / Reflux
2.1: phosphorus tribromide / dichloromethane / 2 h / 0 - 10 °C
3.1: toluene / 2 h / 85 - 90 °C
4.1: sodium hydroxide; water / ethanol / 72 h / Reflux
4.2: pH 1 - 1.2
4.3: 35 h / 155 °C
5.1: (S)-1-phenyl-ethylamine / ethyl acetate / 4 h / 10 °C
5.2: pH 1 - 1.2
View Scheme
参考文献
WATSON LABORATORIES, INC.; BHANU, Manjunath, Narayan; NAIK, Samir; THOMAS, Rejoy
Patent: WO2012/78147 A1, 2012 ;
反应条件
1.1: sodium hydroxide; water / ethanol / 72 h / Reflux
1.2: pH 1 - 1.2
1.3: 35 h / 155 °C
2.1: (S)-1-phenyl-ethylamine / ethyl acetate / 4 h / 10 °C
2.2: pH 1 - 1.2
View Scheme
参考文献
WATSON LABORATORIES, INC.; BHANU, Manjunath, Narayan; NAIK, Samir; THOMAS, Rejoy
Patent: WO2012/78147 A1, 2012 ;
反应条件
1.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -40 °C / |Inert atmosphere
1.2: 2.25 h / -40 °C
2.1: camphor-10-sulfonic acid / toluene / |Reflux; |Dean-Stark
3.1: hydrogen; palladium 10 on activated carbon / methanol / 18 h / 20 °C / 760.05 Torr
4.1: HLAP; water / aq. buffer / 48 h / 40 °C / pH 7.5 / |Enzymatic reaction
View Scheme
参考文献
Chemo Iberica, S.A.; Taddei, Maurizio; Russo, Adele; Cini, Elena; Riva, Renata; Rasparini, Marcello; Carcone, Luca; Banfi, Luca; Vitale, Romina; Roseblade, Stephen; Zanotti-Gerosa, Antonio Carlo
Patent: US2013/71899 A1, 2013 ;
