Hydrochloric Acid → [[3-(Benzyloxy)-2,2-dimethylpropanoyl](phenyl)amino]acetic acid

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of ethyl[[3-(benzyloxy)-2,2-dimethylpropanoyl](phenyl)amino]acetate from Step C (530. mg, 1.44 mmol) in THF (10 mL), at ambient temperature, was added aqueous 1M NaOH (2.40 mL, 2.40 mmol). The stirred reaction was then heated to 50° C. for 19 hours, before being allowed to cool to ambient temperature. The bulk of the THF was then removed in vacuo, and aqueous 1M HCl (2.4 mL, 2.4 mmol) was then added resulting in an oily biphasic mixture. The mixture was extracted with ethyl acetate (twice) and the combined organics were washed with water and lastly saturated brine. The organics were then dried over sodium sulfate, filtered and concentrated in vacuo to yield the title compound which was used without further purification. MS: m/z=342 (M+1).

Provenance & Evidence