Multi-step reaction with 10 steps
1.1: diisobutylaluminium hydride / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere
1.2: 1 h
2.1: triethylamine / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere
3.1: diethylzinc / hexane / 16 h / -20 - 20 °C / Inert atmosphere
3.2: Cooling
4.1: acetic acid / 15 h / 20 °C
5.1: sodium periodate; sodium hydrogencarbonate / water / 2 h / 20 °C
6.1: potassium carbonate; methanol / 5 h / 20 °C
7.1: N-ethyl-N,N-diisopropylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 5 h / 20 °C / Inert atmosphere
8.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 15 h / 20 °C
8.2: 0 °C / pH 3
9.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 16 h / 20 °C
10.1: hydrogenchloride / 1,4-dioxane; methanol / 1 h
10.2: 40 h / 4 °C
With
hydrogenchloride; methanol; sodium periodate; lithium hydroxide monohydrate; water; diethylzinc; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; HATU;
bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide;
In
tetrahydrofuran; 1,4-dioxane; methanol; hexane; water; N,N-dimethyl-formamide;