Multi-step reaction with 12 steps
1.1: sodium iodide; zinc; indium / N,N-dimethyl-formamide / 3 h
2.1: water; 4-methylmorpholine N-oxide / osmium(VIII) oxide / tetrahydrofuran; acetone / 48 h / 20 °C
3.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 14 h / 20 °C
4.1: acetic anhydride; dimethyl sulfoxide / 18 h / 20 °C
5.1: triethylamine / dichloromethane / 17.5 h / Cooling with ice
6.1: dmap / tetrahydrofuran / 12 h / 20 °C
7.1: copper(II) choride dihydrate / acetonitrile / 2 h / 20 °C
8.1: methanesulfonyl chloride; 2,4,6-trimethyl-pyridine / dichloromethane / 15 h / 4 °C
8.2: 1.5 h / 20 °C / Cooling with ice
8.3: 5 h / 50 °C
9.1: pyridine / dimethyl sulfoxide / 15.5 h / 20 °C / Inert atmosphere; Cooling one ice
10.1: potassium carbonate; methanol / 1.5 h / Cooling with ice
11.1: toluene / 13 h / 65 °C
12.1: sodium hydroxide / ethanol; water / 20 °C
12.3: 72 h / 20 °C
With
pyridine; 2,4,6-trimethyl-pyridine; methanol; dmap; indium; copper(II) choride dihydrate; water; acetic anhydride; potassium carbonate; dimethyl sulfoxide; methanesulfonyl chloride; 4-methylmorpholine N-oxide; triethylamine; sodium iodide; sodium hydroxide; zinc;
osmium(VIII) oxide; toluene-4-sulfonic acid;
In
tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene; acetonitrile;