Multi-step reaction with 10 steps
1: N-chloro-succinimide / N,N-dimethyl-formamide / 20 °C
2: triethylamine / 1,2-dichloro-ethane / 20 °C
3: Dess-Martin periodane / dichloromethane / 3.7 h / 0 - 20 °C / Inert atmosphere
4: hydroxylamine hydrochloride; sodium acetate / ethanol / 20 - 80 °C
5: N-chloro-succinimide / N,N-dimethyl-formamide / 0.87 h / 20 °C
6: triethylamine / dichloromethane / 1.5 h / 0 - 20 °C
7: trifluoroacetic acid / 1 h / 20 °C
8: sodium periodate / water; tetrahydrofuran / 1 h / 20 °C
9: sodium tetrahydroborate; methanol / 0.5 h / 20 °C
10: trifluoroacetic acid / 1,2-dichloro-ethane / 1 h / 20 - 80 °C
With
methanol; sodium tetrahydroborate; sodium periodate; N-chloro-succinimide; hydroxylamine hydrochloride; sodium acetate; Dess-Martin periodane; triethylamine; trifluoroacetic acid;
In
tetrahydrofuran; ethanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;