Multi-step reaction with 9 steps
1.1: diethyl ether / 2 h / -25 - 20 °C / Inert atmosphere
2.1: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 - 20 °C
2.2: 3 h / 20 °C
3.1: hydrogenchloride / 1,4-dioxane / 3 h / 20 °C
4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 60 °C
5.1: potassium hexamethylsilazane / tetrahydrofuran / 0.58 h / -78 °C
5.2: 0.5 h / -78 °C
6.1: Dess-Martin periodane / dichloromethane / 1.5 h
7.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole / toluene / 4.58 h / -35 - -15 °C
8.1: perchloric acid / dichloromethane / 3 h
9.1: sodium carbonate; tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 5 h / 90 °C
With
hydrogenchloride; tetrakis(triphenylphosphine) palladium(0); perchloric acid; potassium hexamethylsilazane; sodium hydride; sodium carbonate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;