Multi-step reaction with 6 steps
1.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / toluene; tetrahydrofuran / 0.5 h / 25 °C / Inert atmosphere
1.2: -20 - 0 °C / Inert atmosphere
1.3: pH 3
2.1: potassium carbonate; methanol / 2 h / 25 °C
3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 8 h / 0 - 25 °C / Inert atmosphere
4.1: triethylamine; hydrogen / palladium on carbon / ethyl acetate / 2 h / 25 °C / 1471.14 Torr
5.1: diisobutylaluminium hydride / toluene / 1 h / -65 - -60 °C / Inert atmosphere
5.2: 1 h / 25 °C
6.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 25 °C / Inert atmosphere
6.2: 1.5 h / 25 °C / Inert atmosphere
6.3: pH 5
With
methanol; hydrogen; sodium hexamethyldisilazane; diisobutylaluminium hydride; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole;
palladium on carbon;
In
tetrahydrofuran; dichloromethane; ethyl acetate; toluene;