Multi-step reaction with 14 steps
1.1: diethyl ether; tetrahydrofuran / 0.75 h / -78 °C
2.1: 4-methylmorpholine N-oxide; potassium osmate(VI) dihydrate; water / acetone / 6.5 h / 20 °C
3.1: dmap; pyridine / dichloromethane / 0.17 h / 20 °C
3.2: 0.67 h / 20 °C
4.1: Dess-Martin periodane / dichloromethane / 0.67 h / 20 °C
5.1: water; hydrogenchloride / methanol / 1 h / 20 °C
6.1: potassium carbonate / ethyl acetate; water / 0.5 h / 0 °C
7.1: dichloromethane / 20 °C
8.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 27 h / 20 °C
9.1: acetic acid / tert-butyl alcohol / 2.5 h / 90 °C
10.1: sodium methylate; methanol / 1.5 h / 20 °C
11.1: diethylamino-sulfur trifluoride / dichloromethane / 2.58 h / 0 - 20 °C
12.1: water; potassium carbonate / tetrahydrofuran; methanol / 5 h / 50 °C
13.1: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.83 h
14.1: trifluoroacetic acid; methoxybenzene / 14 h / 80 °C
With
pyridine; hydrogenchloride; methanol; dmap; potassium osmate(VI) dihydrate; diethylamino-sulfur trifluoride; water; sodium methylate; potassium carbonate; benzotriazol-1-ol; Dess-Martin periodane; acetic acid; methoxybenzene; 4-methylmorpholine N-oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile; tert-butyl alcohol;