反应详情

A solution of 3-(4-{2-[3-(2,4-difluoro-phenyl)-1-heptyl-ureido]-ethyl}-phenyl)-2-ethoxy-propionic acid methyl ester (44 mg, 0.087 mmol) and 1 M LiOH (0.26 mmol, 0.26 mL) in tetrahydrofuran (2 mL) was allowed to stir at room temperature for 94 hours. The solution was quenched by the addition of 2 N HCL 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 a crude oil. The oil was chromatographed on silica gel (15% methanol/methylene chloride) to give 3-(4-{2-[3-(2,4-difluoro-phenyl)-1-heptyl-ureido]-ethyl}-phenyl)-2-ethoxy-propionic acid as a white waxy-solid (26.3 mg, 62%).

1. customThe solution was quenched by the addition of 2 N HCL until the solution
2. extractionAfter dilution with twice its volume in water, the aqueous layer was extracted with diethyl ether (2×)
3. washwashed with 2 M HCl (2×)
4. dry with materialdried over anhydrous sodium sulfate
5. concentrationconcentrated to a crude oil
6. customThe oil was chromatographed on silica gel (15% methanol/methylene chloride)