Multi-step reaction with 10 steps
1.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / Cooling with ice
1.2: 1 h / -30 - 20 °C
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / Cooling with ice
3.1: manganese(IV) oxide / chloroform / 15 h / 20 °C
4.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C
4.2: 1 h / -78 °C
4.3: 1 h / 20 °C / Cooling with ice
5.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; methanol / 1 h / 60 °C
6.1: water; lithium hydroxide / tetrahydrofuran / 15 h / 20 °C
7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dmap / chloroform / 15 h / 20 °C
8.1: hydrogen / palladium 10% on activated carbon / methanol / 10 h / 60 °C
9.1: hydrogenchloride / tetrahydrofuran; water / 3 h / 20 °C
10.1: N,N-dimethyl-formamide / 48 h / 20 °C
With
hydrogenchloride; manganese(IV) oxide; lithium aluminium tetrahydride; potassium tert-butylate; water; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; lithium hexamethyldisilazane;
dmap; palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; chloroform; water; N,N-dimethyl-formamide;