Sodium Hydroxide → HCID 69592949, compound

Participants

Reaction Steps

2-[2-(1-Benzylpyrazol-3-yl)-1-methoxycarbonyl-ethylamino]-4-methylpentanoic acid benzyl ester (150 mg, 0.324 mmol) was dissolved in 3 mL of MeOH and a 1.0 M solution of NaOH (3.24 mL, 3.24 mmol) was added. The reaction mixture was stirred for 14 h at room temperature and then concentrated to give a white solid. Purification by reverse-phase HPLC chromatography provided (S,S)-2-[2-(1-benzyl-1H-pyrazol-3-yl)-1-carboxy-ethylamino]-4-methyl pentanoic acid (less polar fractions, 52-6a, R=CH2Ph) and (S,R)-2-[2-(1-benzyl-1H-pyrazol-3-yl)-1-carboxy-ethylamino]-4-methyl pentanoic acid (more polar fractions, 52-6b, R=CH2Ph) as white powders.

Provenance & Evidence