Multi-step reaction with 11 steps
1.1: N-chloro-succinimide / N,N-dimethyl-formamide / 1 h / 20 - 25 °C
2.1: potassium carbonate / tetrahydrofuran / 0.5 h / -10 °C
2.2: 6 h / -5 - 35 °C
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / -10 °C / Inert atmosphere
4.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 1 h
5.1: potassium tert-butylate; 18-crown-6 ether / tetrahydrofuran / Inert atmosphere
6.1: trifluoroacetic acid / dichloromethane / 1 h
7.1: potassium carbonate / dichloromethane; water / 2 h
8.1: hydroxylamine hydrochloride; sodium acetate / ethanol / 2 h / 60 °C
9.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 3 h / 20 °C
10.1: sodium acetate / ethanol / 2 h / Reflux
11.1: water; lithium hydroxide / tetrahydrofuran; methanol / 14 h / 20 °C
With
N-chloro-succinimide; lithium aluminium tetrahydride; 18-crown-6 ether; carbon tetrabromide; hydroxylamine hydrochloride; potassium tert-butylate; water; sodium acetate; potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; trifluoroacetic acid; lithium hydroxide;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;