Tetrahydrofuran → (2E)-3-{2-[(1R)-1-({(2R)-3-[(2S)-2-(3-Fluoro-4-methylbenzyl)pyrrolidin-1-yl]-2-hydroxypropyl}oxy)ethyl]phenyl}prop-2-enoic acid

Participants

Reaction Steps

2 N aqueous sodium hydroxide solution (0.36 mL, 0.72 mmol) was added to a solution of methyl (2E)-3-{2-[(1R)-1-({(2R)-3-[(2S)-2-(3-fluoro-4-methylbenzyl)pyrrolidin-1-yl]-2-hydroxypropyl}oxy)ethyl]phenyl}prop-2-enoate (111 mg, 0.24 mmol), which had been obtained in Example 1 (1f), in mixture of tetrahydrofuran (0.72 mL) and methanol (0.72 mL), and stirred at room temperature for 16 hours. The reaction solution was concentrated under reduced pressure. The residue was added with water (10 mL), subsequently with 1N aqueous hydrogen chloride solution (0.72 mL), and extracted with ethyl acetate (10 mL×2). After that, the organic layers were combined, washed with saturated brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give the title compound as a white amorphous substance (71 mg, yield 67%).

Provenance & Evidence