Multi-step reaction with 9 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: triethylamine / acetonitrile / 1.5 h / 0 - 20 °C
5.2: 1 h / 45 °C
6.1: thionyl chloride; pyridine / toluene / 0.5 h / 20 - 80 °C
7.1: trifluoroacetic acid / 0.75 h / 20 °C
8.1: sodium periodate / water; tetrahydrofuran / 0.5 h / 20 °C
9.1: methanol / titanium(IV)isopropoxide; acetic acid / dichloromethane / 1 h / 20 °C
9.2: 0.5 h / 20 °C
With
pyridine; methanol; sodium periodate; N-chloro-succinimide; thionyl chloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; triethylamine; trifluoroacetic acid;
titanium(IV)isopropoxide; acetic acid;
In
tetrahydrofuran; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; acetonitrile;