Multi-step reaction with 10 steps
1.1: triethylamine / diethyl ether / 3 h / 20 °C
2.1: trifluoroacetic acid; N-iodo-succinimide / 3.5 h / 20 °C
3.1: N,N,N,N,N,N-hexamethylphosphoric triamide / copper(l) iodide / N,N-dimethyl-formamide / 20 - 80 °C
4.1: lithium hydroxide monohydrate / water; methanol / 0.5 h / 20 °C
4.2: pH 1
5.1: diazomethyl-trimethyl-silane / dichloromethane; diethyl ether / 20 °C
6.1: lithium diisopropyl amide / tetrahydrofuran / 0 °C
6.2: 0.58 h / 0 °C
7.1: boron tribromide / dichloromethane / 0 - 20 °C
8.1: pyridine / 0 - 20 °C
9.1: lithium chloride / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane / 20 - 100 °C
10.1: triethylamine; ozone; oxygen / dichloromethane / -78 - 20 °C / Inert atmosphere
With
N,N,N,N,N,N-hexamethylphosphoric triamide; N-iodo-succinimide; lithium hydroxide monohydrate; oxygen; boron tribromide; ozone; triethylamine; trifluoroacetic acid; lithium chloride; lithium diisopropyl amide; diazomethyl-trimethyl-silane;
copper(l) iodide; tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; pyridine; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;