(S)-2-(6-羟基-2,3-二氢苯并呋喃-3-基)乙酸甲酯合成路线 (共 8 条)
反应条件
hydrogen in methanol T=70°C; P=5250.53 Torr; 3 h; Product distribution / selectivity;
参考文献
BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ECKHARDT, Matthias; FRATTINI, Sara; HAMPRECHT, Dieter; HIMMELSBACH, Frank; LANGKOPF, Elke; LINGARD, Iain; PETERS, Stefan; WAGNER, Holger
Patent: WO2013/144098 A1, 2013 ;
反应条件
sulfuric acid in toluene T=60°C; 2 h;
参考文献
TAKEDA PHARMACEUTICAL COMPANY LIMITED; YAMANO, Mitsuhisa; GOTO, Mitsutaka; KAJIWARA, Takeshi; MAEDA, Hiroyuki; KONISHI, Takahiro; SERA, Misayo; KONDO, Yuichiro; YAMASAKI, Seiji
Patent: WO2012/111849 A1, 2012 ;
Location in patent: Page/Page column 146-147 ;
反应条件
CHIRALPAK AD in hexane; isopropyl alcohol Resolution of racemate;
参考文献
BOEHRINGER INGELHEIM INTERNATIONAL GMBH
Patent: US2012/302566 A1, 2012 ;
Location in patent: Page/Page column 17-18 ;
反应条件
1.1: sodium hydroxide; water / water / 5 h / 5 - 60 °C 1.2: 35 °C 2.1: hydrogen / dichloro [(+)-1,2-bis((2R,5R)-2,5-diisopropylphosphorano)benzene]ruthenium (II)-N,N-dimethylformamide complex / methanol / 18 h / 35 °C / 6375.64 Torr 3.1: sulfuric acid / toluene / 2 h / 60 °C View Scheme
参考文献
TAKEDA PHARMACEUTICAL COMPANY LIMITED; YAMANO, Mitsuhisa; GOTO, Mitsutaka; KAJIWARA, Takeshi; MAEDA, Hiroyuki; KONISHI, Takahiro; SERA, Misayo; KONDO, Yuichiro; YAMASAKI, Seiji
Patent: WO2012/111849 A1, 2012 ;
反应条件
1.1: sulfuric acid / acetic acid / 4 h / 8 - 60 °C 2.1: sodium hydroxide; water / water / 5 h / 5 - 60 °C 2.2: 35 °C 3.1: hydrogen / dichloro [(+)-1,2-bis((2R,5R)-2,5-diisopropylphosphorano)benzene]ruthenium (II)-N,N-dimethylformamide complex / methanol / 18 h / 35 °C / 6375.64 Torr 4.1: sulfuric acid / toluene / 2 h / 60 °C View Scheme
参考文献
TAKEDA PHARMACEUTICAL COMPANY LIMITED; YAMANO, Mitsuhisa; GOTO, Mitsutaka; KAJIWARA, Takeshi; MAEDA, Hiroyuki; KONISHI, Takahiro; SERA, Misayo; KONDO, Yuichiro; YAMASAKI, Seiji
Patent: WO2012/111849 A1, 2012 ;
反应条件
1: hydrogen / dichloro [(+)-1,2-bis((2R,5R)-2,5-diisopropylphosphorano)benzene]ruthenium (II)-N,N-dimethylformamide complex / methanol / 18 h / 35 °C / 6375.64 Torr 2: sulfuric acid / toluene / 2 h / 60 °C View Scheme
参考文献
BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ECKHARDT, Matthias; LANGKOPF, Elke; WAGNER, Holger
Patent: US2014/148462 A1, 2014 ;
反应条件
1: sulfuric acid / 4 h / Reflux 2: hydrogen / palladium 10 on activated carbon / methanol / 3 h / 20 °C 3: Daicel ADH / isopropyl alcohol; diethylamine / Resolution of racemate View Scheme
参考文献
BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ECKHARDT, Matthias; FRATTINI, Sara; HAMPRECHT, Dieter; HIMMELSBACH, Frank; LANGKOPF, Elke; LINGARD, Iain; PETERS, Stefan; WAGNER, Holger
Patent: WO2013/144098 A1, 2013 ;
反应条件
1: hydrogen / dichloro [(+)-1,2-bis((2R,5R)-2,5-diisopropylphosphorano)benzene]ruthenium (II)-N,N-dimethylformamide complex / methanol / 26 h / 35 °C / 8250.83 Torr 2: sulfuric acid / toluene / 2 h / 60 °C View Scheme
参考文献
TAKEDA PHARMACEUTICAL COMPANY LIMITED; YAMANO, Mitsuhisa; GOTO, Mitsutaka; KAJIWARA, Takeshi; MAEDA, Hiroyuki; KONISHI, Takahiro; SERA, Misayo; KONDO, Yuichiro; YAMASAKI, Seiji
Patent: WO2012/111849 A1, 2012 ;