Multi-step reaction with 11 steps
1: sulfuric acid; water / 20 h / Reflux
2: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 3 h
3: tetrahydrofuran / 2 h / -78 - 20 °C
4: tetra-N-butylammonium tribromide / methanol; dichloromethane / 3 h / 0 - 20 °C
5: sodium azide / N,N-dimethyl-formamide / 0 - 20 °C
6: hydrogenchloride; hydrogen / platinum(IV) oxide / methanol; water / 5 h / 2068.65 - 3361.55 Torr
7: acetic acid / 4 h / Reflux
8: potassium carbonate / acetone / 4 h / Reflux
9: trifluoroacetic acid / dichloromethane / 2 h / 20 °C
10: triethylamine / dichloromethane / 2 h
11: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5 h
With
hydrogenchloride; dmap; sodium azide; sulfuric acid; water; hydrogen; tetra-N-butylammonium tribromide; potassium carbonate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid;
platinum(IV) oxide;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;