Multi-step reaction with 15 steps
1: 3 h / 100 °C
2: acetic anhydride; hydrogen bromide / toluene; acetic acid / 1.5 h / 105 °C
3: acetic anhydride; acetic acid; sodium acetate; sodium dichromate dihydrate / toluene / 60 °C
4: potassium hydroxide / toluene; ethanol / 0.5 h / 20 °C
5: pyridinium chlorochromate; silica gel / dichloromethane / 2 h / 20 °C
6: triethylamine / 20 °C
7: toluene-4-sulfonic acid / 20 °C
8: sodium tetrahydroborate; methanol / 1 h / 20 °C
9: acetic acid; sodium nitrite / dimethyl sulfoxide / 20 °C
10: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1 h / 20 °C
11: hydrazine hydrate / dichloromethane / 0.5 h / 0 °C
12: acetic acid; silver benzoate / dichloromethane
13: water; sodium hydroxide / methanol; tetrahydrofuran
14: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane
15: trifluoroacetic acid / dichloromethane
With
methanol; dmap; sodium tetrahydroborate; oxalyl dichloride; sodium dichromate dihydrate; water; hydrogen bromide; sodium acetate; silver benzoate; acetic anhydride; silica gel; toluene-4-sulfonic acid; hydrazine hydrate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N,N-dimethyl-formamide; pyridinium chlorochromate; trifluoroacetic acid; potassium hydroxide; sodium hydroxide; sodium nitrite;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; acetic acid; dimethyl sulfoxide; toluene;