Multi-step reaction with 10 steps
1.1: sodium carbonate / acetone / 24 h / 50 °C
2.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 2 h / -78 °C / Inert atmosphere
2.2: 20 °C
3.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 20 °C / Inert atmosphere
4.1: potassium hydrogencarbonate / N,N-dimethyl-formamide / 5 h / 20 °C
5.1: sodium azide / N,N-dimethyl-formamide / 3 h / 90 °C
6.1: palladium 10% on activated carbon; hydrogen / methanol / 3 h / 20 °C / Inert atmosphere
7.1: toluene-4-sulfonic acid / 1 h
8.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 4 h / 20 °C
9.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 1 h
9.2: 4 h / 20 °C
10.1: trifluoroacetic acid / dichloromethane / 1 h
With
N-Bromosuccinimide; n-butyllithium; sodium azide; palladium 10% on activated carbon; hydrogen; sodium carbonate; benzotriazol-1-ol; potassium hydrogencarbonate; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diisopropylamine; trifluoroacetic acid; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetone;