Lithium Hydroxide → HCID 67056339, compound

Participants

Reaction Steps

2.5 ml (2.4 mmol) of an aqueous solution of lithium hydroxide having a concentration of 1N are added to a solution of 0.6 g (1.6 mmol) of methyl (S)-3-(4-but-2-ynyloxybenzoylamino)-2-piperidin-1-ylpropanoate in 10 ml of tetrahydrofuran. The reaction medium is then stirred at ambient temperature for 18 h. After evaporating the tetrahydrofuran under vacuum, 2.4 ml of an aqueous solution of hydrochloric acid having a concentration of 1N and water are added then the reaction medium is extracted with ethyl acetate. The organic phase is dried over magnesium sulphate, filtered and concentrated under vacuum. The residue obtained is purified by chromatography over silica gel eluted with a 90/10 dichloromethane/methanol mixture. 580 mg (100%) of (S)-3-(4-but-2-ynyloxybenzoylamino)-2-piperidin-1-ylpropanoic acid are obtained in the form of a white solid.

Provenance & Evidence