(3-丙羧基)三苯基溴化膦合成路线 （共 19 条）
反应条件
1.1: potassium tert-butylate / tetrahydrofuran / 0.25 h / 20 °C
1.2: 8 h / 0 - 20 °C
2.1: palladium 10 on activated carbon; hydrogen / methanol / 24 h
3.1: phosphorous pentoxide; methanesulfonic acid / 12 h / |Inert atmosphere
4.1: acetic acid; acetic anhydride; nitric acid / -10 °C
View Scheme
参考文献
Tanpure, Rajendra P.; George, Clinton S.; Sriram, Madhavi; Strecker, Tracy E.; Tidmore, Justin K.; Hamel, Ernest; Charlton-Sevcik, Amanda K.; Chaplin, David J.; Trawick, Mary Lynn; Pinney, Kevin G.
MedChemComm, 2012 , vol. 3, # 6 p. 720 - 724
反应条件
1.1: potassium tert-butylate / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
1.2: 12 h / 20 °C
2.1: hydrogen / palladium 10 on activated carbon / ethanol / 12 h
3.1: methanesulfonic acid; phosphorous pentoxide / 12 h / Inert atmosphere
4.1: nitric acid; acetic anhydride / acetic acid / 3 h / -78 °C
View Scheme
参考文献
BAYLOR UNIVERSITY
Patent: US2012/130129 A1, 2012 ;
反应条件
1.1: potassium tert-butylate / tetrahydrofuran / 0.25 h / 20 °C
1.2: 8 h / 0 - 20 °C
2.1: palladium 10 on activated carbon; hydrogen / methanol / 24 h
3.1: phosphorous pentoxide; methanesulfonic acid / 12 h / |Inert atmosphere
4.1: acetic acid; acetic anhydride; nitric acid / -10 °C
View Scheme
参考文献
Tanpure, Rajendra P.; George, Clinton S.; Sriram, Madhavi; Strecker, Tracy E.; Tidmore, Justin K.; Hamel, Ernest; Charlton-Sevcik, Amanda K.; Chaplin, David J.; Trawick, Mary Lynn; Pinney, Kevin G.
MedChemComm, 2012 , vol. 3, # 6 p. 720 - 724
反应条件
1: potassium tert-butylate / tetrahydrofuran; dichloromethane / 20 h / 0 - 20 °C
2: hydrogen; 50 Pd/C / ethanol / 6 h / 50 °C
View Scheme
参考文献
Asano, Masayoshi; Nakamura, Tsuyoshi; Sekiguchi, Yukiko; Mizuno, Yumiko; Yamaguchi, Takahiro; Kuroda, Takeshi; Tamaki, Kazuhiko; Nishi, Takahide
Tetrahedron Asymmetry, 2013 , vol. 24, # 8 p. 449 - 456
反应条件
1: lithium hexamethyldisilazane
2: hydrogen; platinum on activated charcoal / methanol
3: methanesulfonic acid; phosphorous pentoxide
4: AlCl3, aluminium chloride / benzene / |Reflux
5: copper(ll) bromide / ethyl acetate; chloroform / |Reflux
6: silver(l) oxide / acetonitrile / 60 °C
7: acetonitrile-D3; water-d2 / |Photolysis
View Scheme
参考文献
Kammath, Viju Balachandran; Solomek, Tomas; Ngoy, Bokolombe Pitchou; Heger, Dominik; Klan, Petr; Rubina, Marina; Givens, Richard S.
Journal of Organic Chemistry, 2013 , vol. 78, # 5 p. 1718 - 1729
反应条件
1: lithium hexamethyldisilazane
2: hydrogen; platinum on activated charcoal / methanol
3: methanesulfonic acid; phosphorous pentoxide
4: AlCl3, aluminium chloride / benzene / |Reflux
5: potassium carbonate / acetonitrile / 20 °C
6: potassium permanganate / benzene / |Reflux; |Dean-Stark
7: palladium 10 on activated carbon; hydrogen / ethyl acetate / 20 °C
8: acetonitrile-D3; water-d2 / |Photolysis
View Scheme
参考文献
Kammath, Viju Balachandran; Solomek, Tomas; Ngoy, Bokolombe Pitchou; Heger, Dominik; Klan, Petr; Rubina, Marina; Givens, Richard S.
Journal of Organic Chemistry, 2013 , vol. 78, # 5 p. 1718 - 1729
反应条件
1.1: t-BuOK / dimethylsulfoxide / 0.33 h / 20 °C
1.2: 78 percent / dimethylsulfoxide / 4 h / 20 °C
2.1: 95 percent / H2 / PtO2 / ethanol / 2 h / 20 °C
View Scheme
参考文献
MERCK SHARP and DOHME CORP.; ROMEO, Eric Thomas; MACHACEK, Michelle, R.; TROTTER, Benjamin Wesley; MILLER, Thomas Allen; ANDRESEN, Brian Michael; ANTHONY, Neville John; TAOKA, Brandon, M.; LIU, Yuan
Patent: WO2012/151137 A1, 2012 ;
WO 2012/151137 A1
反应条件
hydrogenchloride; sodium chloride in tetrahydrofuran; water; potassium carbonate; acetic acid; ethyl acetate; toluene
参考文献
E. R. Squibb and Sons, Inc.
Patent: US5100889 A1, 1992 ;
反应条件
sodium hydride in dimethyl sulfoxide; N,N-dimethyl-formamide
T=50°C; 28 h;
参考文献
Baldwin, Jack E.; Cameron, James H.; Crossley, Maxwell J.; Dagley, Ian J.
Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999), 1984 , p. 1739 - 1746
