Hydrochloric Acid → 2-((S)-6-((R)-4-(2,6-Dimethyl-4-((S)-tetrahydrofuran-3-yloxy)phenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetic acid

Participants

Reaction Conditions

Reaction Steps

1 M aqueous NaOH solution (585 μL) is added to a solution of methyl 2-((S)-6-((R)-4-(2,6-dimethyl-4-((S)-tetrahydrofuran-3-yloxy)phenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetate (125 mg) in methanol (3 mL). The mixture is stirred at 40° C. for 12 hours. After addition of 1 N hydrochloric acid (585 μL) the mixture is diluted with diethylether and washed with water and brine. The organic phase is dried (MgSO4). The solvent is evaporated and the residue is chromatographed on silica gel (cyclohexane/ethyl acetate 70:30→20:80). The product thus obtained is dissolved in acetonitrile/water (1:1) and lyophilized to give the title compound. Yield: 55 mg; LC (method 4): tR=1.82 min; Mass spectrum (ESI+): m/z=519 [M+H]+.

Provenance & Evidence