Multi-step reaction with 9 steps
1.1: sodium hydroxide / ethanol; water / 15 h / 20 °C
1.2: 0 °C / pH 3
2.1: copper(I) oxide / acetonitrile / 1 - 1.25 h / Heating / reflux
3.1: diisobutylaluminium hydride / dichloromethane / 4 h / -78 - -60 °C
4.1: sodium hypochlorite; sodium carbonate / 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane; water / 20 °C
5.1: 1,1'-carbonyldiimidazole / dichloromethane / 1 h / 20 °C
5.2: 20 °C
6.1: tetrahydrofuran / 6 h / -78 - 20 °C
7.1: titanium(IV) isopropylate / tetrahydrofuran; dichloromethane / 0.17 h / 20 °C
7.2: 4 h / 20 °C
8.1: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C
9.1: triethylamine / dichloromethane / 1 h / 0 °C
With
copper(I) oxide; titanium(IV) isopropylate; sodium hydroxide; sodium hypochlorite; diisobutylaluminium hydride; sodium carbonate; triethylamine; 1,1'-carbonyldiimidazole; trifluoroacetic acid;
2,2,6,6-Tetramethyl-1-piperidinyloxy free radical;
In
tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile;