Multi-step reaction with 9 steps
1.1: nitric acid / 0.5 h / 0 - 20 °C / Inert atmosphere
2.1: platinum(IV) oxide; hydrogen / ethanol / 0.5 h / 20 °C / 2068.65 Torr / Inert atmosphere
3.1: ethanol / 1 h / 80 °C / Inert atmosphere
4.1: 0.5 h / 250 °C / Inert atmosphere
4.2: 8 h / 120 °C / Inert atmosphere
5.1: boron tribromide / dichloromethane / -78 - 25 °C / Inert atmosphere
5.2: Inert atmosphere
5.3: 50 °C / Inert atmosphere
6.1: water; potassium hydroxide / methanol / 3 h / 90 °C / Inert atmosphere
7.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
7.2: 2 h / -78 °C / Inert atmosphere
8.1: manganese(IV) oxide / dichloromethane / 6.5 h / 20 °C / Inert atmosphere
9.1: sodium tris(acetoxy)borohydride; acetic acid / 1,2-dichloro-ethane / 3 h / 25 °C / Inert atmosphere
With
manganese(IV) oxide; platinum(IV) oxide; water; hydrogen; nitric acid; boron tribromide; sodium tris(acetoxy)borohydride; acetic acid; triethylamine; potassium hydroxide; isobutyl chloroformate;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; 1,2-dichloro-ethane;