Hydrochloric Acid → HCID 9868574, compound

Participants

Reaction Steps

(S)-2-Ethoxy-3-(4-{2-[4-(phenylsulfonyl)phenyl]ethoxy}phenyl)propanoic acid ethyl ester (described in Example 89) (0.34 g; 0.70 mmole) was dissolved in THF (5 ml) and water (5 ml). Lithium hydroxide was added to the solution (0.022 g; 0.092 mmole) and the solution was stirred over night at room temperature. Aqueous hydrochloric acid was added until pH=3-4. The solvent was evaporated to a small volume. The remaining product was participated between water and diethyl ether. The water layer was once extracted with diethyl ether. The organic phase was dried with sodium sulfate and the solvent evaporated. Chromatography of the crude product, gradient eluation (99:1, 95:5 and 90:10). The product was isolated as a viscous oil. The oil was dissolved in water and acetonitrile and freezed by liquid nitrogen. Freeze-drying for 24 hours gave 0.18 g (yield 56%) of (S)-2-ethoxy-3-(4-{2-[4-(phenylsulfonyl)phenyl]ethoxy}phenyl)propanoic acid.

Provenance & Evidence