Multi-step reaction with 11 steps
1.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 5 h / Reflux
2.1: 4-methylmorpholine N-oxide / 1,4-dioxane / 1.5 h / 100 °C
3.1: cesium fluoride / N,N-dimethyl-formamide / 1.5 h / 0 - 5 °C
3.2: 0.5 h / 0 - 5 °C
4.1: potassium carbonate / acetonitrile / 24 h / 75 - 80 °C
5.1: sodium methylate / methanol / 1 h / 140 °C / Microwave irradiation
5.2: 2 h / 20 °C
6.1: trichlorophosphate / 2 h / 90 °C
7.1: methanol / 0.5 h / 140 °C / Microwave irradiation
8.1: triethylamine / methanol; dichloromethane / 0.75 h / 20 °C
9.1: palladium 10% on activated carbon; hydrogen / methanol / 22 h / 20 °C
10.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C
11.1: hydroxylamine hydrochloride / methanol; pyridine / 48 h / 65 °C / Microwave irradiation
With
N-Bromosuccinimide; palladium 10% on activated carbon; hydroxylamine hydrochloride; hydrogen; sodium methylate; potassium carbonate; Dess-Martin periodane; 4-methylmorpholine N-oxide; triethylamine; cesium fluoride; trichlorophosphate; dibenzoyl peroxide;
In
1,4-dioxane; pyridine; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;