Multi-step reaction with 8 steps
1.1: triethylamine / dichloromethane / 0 - 20 °C
2.1: caesium carbonate / N,N-dimethyl-formamide / 85 °C
3.1: ISCO column chromatography / Resolution of racemate
4.1: N-iodo-succinimide; zirconium(IV) chloride / dichloromethane / 20 °C
5.1: N,N,N,N,N,N-hexamethylphosphoric triamide; copper(l) iodide / N,N-dimethyl-formamide / 5 h / 85 °C / Inert atmosphere
6.1: hydroxylamine hydrochloride / ethanol / 5 h / 20 °C
6.2: 8 h / 20 °C / 3675.37 Torr
7.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 16 h / 20 °C
8.1: water; sodium hydroxide / methanol / 65 °C
With
N,N,N,N,N,N-hexamethylphosphoric triamide; N-iodo-succinimide; copper(l) iodide; hydroxylamine hydrochloride; water; zirconium(IV) chloride; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide;
In
methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;