Multi-step reaction with 9 steps
1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / acetonitrile / 12 h / 80 °C
2.1: tetrahydrofuran / 12 h / -78 - 20 °C / Inert atmosphere
3.1: dmap; triethylamine / dichloromethane / 12 h / 20 °C / Cooling with ice
4.1: sulfuric acid / acetic acid / 12 h / 0 - 20 °C
5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.5 h / 0 - 20 °C / Inert atmosphere
5.2: 4 h / 0 - 60 °C
6.1: silver nitrate; 2,3,5-trimethyl-pyridine / dichloromethane / 12 h / 20 °C
7.1: 3-hydroxylacrylic nitrile; sodium hydride / tetrahydrofuran / 12.5 h / 0 - 20 °C
8.1: ammonium formate; palladium on activated charcoal / acetone / 12 h / Reflux
9.1: 1-methyl-1H-imidazole / 101 h / 0 - 35 °C
With
1-methyl-1H-imidazole; 2,3,5-trimethyl-pyridine; dmap; sulfuric acid; palladium on activated charcoal; ammonium formate; sodium hydride; 3-hydroxylacrylic nitrile; silver nitrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; dichloromethane; acetic acid; acetone; acetonitrile;