Multi-step reaction with 7 steps
1.1: N-chloro-succinimide / N,N-dimethyl-formamide / 20 °C
2.1: triethylamine / 1,2-dichloro-ethane / 20 °C
3.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / acetonitrile / 35 °C / sodium phosphate buffer
3.2: 20 °C
4.1: pyridine / dichloromethane / 20 °C
5.1: lithium diisopropyl amide / tetrahydrofuran / 0.37 h / -78 °C
5.2: 0.53 h / -78 - 20 °C
6.1: hydrazine hydrate / 1,4-dioxane; methanol / 15 h / 20 - 90 °C
7.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; tetrahydrofuran / 0.75 h / 20 °C / Inert atmosphere
7.2: 0.77 h / 20 °C
With
pyridine; N-chloro-succinimide; osmium(VIII) oxide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; hydrazine hydrate; 4-methylmorpholine N-oxide; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;