Multi-step reaction with 9 steps
1.1: acetic acid / dichloromethane / 1.08 h / 10 °C
1.2: 18 h / 10 - 20 °C
2.1: hydrogen / 3percent Pt/0.6percentVG/C, deGussa / ethanol / 2.5 h / 10 °C / 2068.65 Torr / Inert atmosphere
3.1: methanesulfonic acid; isopentyl nitrite / ethanol / 0.25 h
4.1: sulfuryl dichloride / acetic acid / 17 h / 0 - 20 °C
5.1: boron tribromide / dichloromethane / 4 h / 0 - 20 °C
5.2: 0.5 h / pH > 10
5.3: pH 6 - 7
6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 0 °C
7.1: potassium phosphate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 1.5 h / 90 °C
8.1: lithium borohydride; methanol / dichloromethane / 4.5 h / 20 °C
8.2: 18 h
9.1: 1H-imidazole; triphenylphosphine; iodine / tetrahydrofuran / 2.5 h
With
1H-imidazole; methanol; potassium phosphate; lithium borohydride; sulfuryl dichloride; methanesulfonic acid; hydrogen; iodine; boron tribromide; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; isopentyl nitrite;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; acetic acid;