反应条件
1.1: sodium periodate; ruthenium trichloride / ethyl acetate; acetonitrile; water / 5 - 39 °C / Industry scale
2.1: sulfuric acid / 16 h / 7 - 12 °C / Reflux
3.1: N,N,N',N',N'',N''-hexamethylphosphoric triamide; diisopropylamine; n-butyllithium / tetrahydrofuran; hexanes / 2 h / -73 - -10 °C / Inert atmosphere
3.2: 16 h / -70 - 20 °C
4.1: sodium hydroxide; water / tetrahydrofuran; methanol / 16 h / 15 - 20 °C
4.2: 10 °C / pH ~ 4
5.1: N-ethyl-N,N-diisopropylamine; diphenyl phosphoryl azide / toluene / 2 h / 10 - 110 °C
5.2: 40 h / 110 °C
6.1: hydrogenchloride; hydrogen / palladium 10 on activated carbon / methanol / 10 h / 1551.49 Torr
View Scheme
参考文献
SIGNAL PHARMACEUTICALS, LLC; BENNETT, Brydon, L.; ELSNER, Jan; ERDMAN, Paul; HILGRAF, Robert; LEBRUN, Laurie, Ann; MCCARRICK, Meg; MOGHADDAM, Mehran, F.; NAGY, Mark, A.; NORRIS, Stephen; PAISNER, David, A.; SLOSS, Marianne; ROMANOW, William, J.; SATOH, Yoshitaka; TIKHE, Jayashree; YOON, Won, Hyung; DELGADO, Mercedes
Patent: WO2012/145569 A1, 2012 ;
