Multi-step reaction with 12 steps
1: thionyl chloride / dichloromethane / 20 °C
2: sodium azide / N,N-dimethyl-formamide / 16 h / 20 °C
3: sodium hydroxide / methanol / 1 h / 20 °C
4: triphenylphosphine; water / tetrahydrofuran / 16 h / Reflux
5: pyridine / dichloromethane / 16 h / 20 °C / Cooling with ice
6: sulfuric acid / acetic acid / 24 h / 80 °C
7: sodium hydroxide; water / 1,4-dioxane / 6 h / 20 °C
8: sodium hydroxide / methanol; water / 24 h / Reflux
9: 2-iodoxybenzoic acid / ethyl acetate / 6 h / 60 °C
10: sodium chlorite; aminosulfonic acid / water; acetone / 16 h / 20 °C
11: methanol / 6 h / 20 °C
12: sulfuric acid / acetic acid / 24 h / 80 °C
With
pyridine; sodium chlorite; thionyl chloride; sodium azide; 2-iodoxybenzoic acid; sulfuric acid; aminosulfonic acid; water; triphenylphosphine; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide; acetone;