Propargyl alcohol → HCID 10172554, compound

Participants

Reaction Steps

Propargyl alcohol (79 μl, 1.3 mmol), copper sulfate (37 μl of 0.30 M aqueous solution, 11 mmol), and sodium ascorbate (112 μl of 1.0 M aqueous solution, 0.11 mmol) were added to a solution of (5R)-5-(azidomethyl)-3-[3-fluoro-4-(4-methyl-1H-imidazol-1-yl)phenyl]-1,3-oxazolidin-2-one (Intermediate 7) (0.355 g, 1.12 mmol) in ethanol (2 ml) and water (2 ml). The reaction mixture was allowed to stir at room temperature for 24 h. The aqueous phase was extracted three times with dichloromethane, the organic layers were combined and washed once with brine and dried over magnesium sulfate. Chromatography on silica gel with 10% to 14% methanol in dichloromethane gave 0.197 g. of the title compound.

Provenance & Evidence