Multi-step reaction with 10 steps
1.1: phosphorus tribromide / toluene / 1 h / 20 °C / cooling with ice
2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C
2.2: 18 h / 20 °C
3.1: ammonium acetate; acetic acid / toluene / 5 h / Reflux
3.2: 14 h / 70 °C
4.1: trimethylaluminum / n-heptane; 1,2-dichloro-ethane / 1 h / 20 °C / Inert atmosphere
4.2: 12 h / Reflux
5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / cooling with ice
6.1: caesium carbonate / N,N-dimethyl-formamide / 15 h / 20 °C
7.1: water; lithium hydroxide monohydrate / methanol / 2 h / 20 °C
8.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 2 h / 20 °C
8.2: 4 h / 20 °C
9.1: trichlorophosphate / 2 h / 100 °C
10.1: di(n-butyl)tin oxide; trimethylsilylazide / toluene / 6 h / 85 °C / Inert atmosphere
With
lithium hydroxide monohydrate; trimethylsilylazide; ammonium acetate; tetrabutyl ammonium fluoride; water; trimethylaluminum; phosphorus tribromide; sodium hydride; di(n-butyl)tin oxide; benzotriazol-1-ol; caesium carbonate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trichlorophosphate;
In
tetrahydrofuran; methanol; n-heptane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; mineral oil;