Lithium Hydroxide → HCID 118157551, compound

Participants

Reaction Steps

To a mixture of No. 5233427, (E)-(2S,3S)-3-[(S)-2-(4-but-2-ynyloxy-phenyl)-1-methoxycarbonyl-ethylcarbamoyl]-2-hydroxy-2-(2-methoxy-ethyl)-12-oxo-nonadec-4-enoic acid (30 mg, 0.042 mmol) and methanol (4.0 mL) was added an aqueous solution (400 μL) of 2 M LiOH, and the mixture was stirred at room temperature. After confirming the consumption of the starting materials by LCMS, 1 M hydrochloric acid was added and the mixture was extracted with ethyl acetate. The organic layer was washed with a saturated brine and dried over anhydrous sodium sulfate. The filtrate was then concentrated under reduced pressure. The resulting residue was purified by preparative HPLC and then freeze-dried to obtain the title compound (13.2 mg, 49%, white solid).

Provenance & Evidence