Lithium Hydroxide → 2-Ethoxy-3-(4-{2-[heptyl-(1-p-tolyl-cyclopropanecarbonyl)-amino]-ethyl}-phenyl)-propionic acid

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A solution of 2-ethoxy-3-(4-{2-[heptyl-(1-p-tolyl-cyclopropanecarbonyl)-amino]-ethyl}-phenyl)-propionic acid methyl ester (94 mg, 0.185 mmol) and 1 M LiOH (0.60 mmol, 0.60 mL) in tetrahydrofuran (1 mL) was allowed to stir at room temperature for 16 hours. 2 N HCL was then added until the solution had a pH<2. After dilution with twice its volume in water, the aqueous layer was extracted with diethyl ether (2×). The organic layers were combined, washed with 2 M HCl (2×), dried over anhydrous sodium sulfate, and concentrated to give 2-ethoxy-3-(4-{2-[heptyl-(1-p-tolyl-cyclopropanecarbonyl)-amino]-ethyl}-phenyl)-propionic acid as a clear oil (60 mg, 66%).

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