(3S)-2’,4’,5’-三氟-3-羟基苯丁酸合成路线 (共 17 条)
反应条件
dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]ruthenium(II); hydrogen in methanol; acetic acid T=70°C; P=3620.13 Torr; Inert atmosphereAutoclave;
参考文献
Sathe, Dhananjay Govind; Damle, Subhash Vishwanath; Arote, Nitin Dnyaneshwar; Ambre, Rakesh Ramchandra; Want, Kamlesh Digambar; Naik, Tushar Anil
Patent: US2013/158265 A1, 2013 ;
Location in patent: Paragraph 0161; 0162; 0163; 0164 ;
反应条件
dihydrogen peroxide; sodium hydroxide in methanol; water T=20 - 70°C; 6 h; Reflux;
参考文献
Fistikci, Meryem; Gundogdu, Ozlem; Aktas, Derya; Secen, Hasan; Sahin, M. Fethi; Altundas, Ramazan; Kara, Yunus
Tetrahedron, 2012 , vol. 68, # 12 p. 2607 - 2610
反应条件
1: With water; sodium hydroxide in tetrahydrofuran T=40°C; 2.16667 h; 2: With hydrogenchloride in water; ethyl acetate
参考文献
EP2397141 A1, ;
Page/Page column 29 ;
反应条件
1: (R)-methyl 3-hydroxy-4-(2,4,5-trifluorophenyl)butanoate With methanol; sodium hydroxide in water T=20 - 25°C; 1.5 h; 2: hydrogenchloride in water T=10 - 15°C; 2 h;
参考文献
WO2012/25944 A2, ;
Page/Page column 30-31 ;
反应条件
water; sodium hydroxide T=65 - 70°C; Reflux;
参考文献
WO2012/42534 A2, ;
Page/Page column 27 ;
反应条件
1: With triethylamine; bis[(1S,2R,3S,5S)-pinan-3-yl]chloroborane in dichloromethane T=-60 - 0°C; 2 h; Inert atmosphere; 2: With water; sodium hydroxide in dichloromethane pH=10; Inert atmosphere; 3: With hydrogenchloride in water pH=5; optical yield given as percent eeenantioselective reaction;
参考文献
Zhu, Yanyun; Xia, Shuang; Zhu, Mingjie; Yi, Weiyin; Cheng, Jiagao; Song, Gonghua; Li, Zhong; Lu, Peng
European Journal of Medicinal Chemistry, 2010 , vol. 45, # 11 p. 4953 - 4962
反应条件
1.1: triethylamine / acetonitrile / 8.3 h / 30 - 50 °C 1.2: 3.5 h / 30 °C 2.1: hydrogen / dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]ruthenium(II) / acetic acid; methanol / 6 h / 70 °C / 3620.13 Torr / Inert atmosphere 3.1: sodium hydroxide; methanol / water / 1.5 h / 20 - 25 °C 3.2: 2 h / 10 - 15 °C View Scheme
反应条件
1.1: 1,1-dibromomethane; magnesium / tetrahydrofuran / 20 °C 1.2: 2.5 h / 0 - 20 °C 2.1: sodium hydroxide / water; methanol / 1 h 3.1: ammonium chloride / water; methanol / 3 h / 50 °C 4.1: sodium hydroxide; dihydrogen peroxide / water; methanol / 6 h / 20 - 70 °C / Reflux View Scheme
反应条件
1: 3-chloro-benzenecarboperoxoic acid / dichloromethane 2: water; acetic acid / Co-salen / tetrahydrofuran / 24 h / 0 - 20 °C / Resolution of racemate 3: ammonium chloride / water; methanol / 3 h / 50 °C 4: sodium hydroxide; dihydrogen peroxide / water; methanol / 6 h / 20 - 70 °C / Reflux View Scheme
反应条件
1: water; acetic acid / Co-salen / tetrahydrofuran / 24 h / 0 - 20 °C / Resolution of racemate 2: ammonium chloride / water; methanol / 3 h / 50 °C 3: sodium hydroxide; dihydrogen peroxide / water; methanol / 6 h / 20 - 70 °C / Reflux View Scheme