3-[4-((S)-2-{2-methyl-4-[2,2,2-trifluoro-1-(4-methoxy-benzyloxy)-1-trifluoromethyl-ethyl]-phenoxy}-3-phenyl-propoxy)-phenyl]-propionic acid methyl ester → 3-(4-{(S)-2-[2-methyl-4-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethyl-ethyl)-phenoxy]-3-phenyl-propoxy}-phenyl)-propionic acid methyl ester

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Reaction Steps

330 mg (0.5 mmol) of 3-[4-((S)-2-{2-methyl-4-[2,2,2-trifluoro-1-(4-methoxy-benzyloxy)-1-trifluoromethyl-ethyl]-phenoxy}-3-phenyl-propoxy)-phenyl]-propionic acid methyl ester in 10 mL of EtOAc were hydrogenated in the presence of 200 mg of 10% Pd/C. After removal of the catalyst and evaporation of the solvent, the residue was purified by column chromatography on silica gel with EtOAc/n-heptane 1:4 to yield 116 mg (42%) of 3-(4-{(S)-2-[2-methyl-4-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethyl-ethyl)-phenoxy]-3-phenyl-propoxy}-phenyl)-propionic acid methyl ester as a light yellow oil, MS: 569 (M−H)−.

Provenance & Evidence