Sodium Hydroxide → HCID 9837149, compound

Participants

Reaction Steps

To a solution of (4S, 5R)-4-carboxymethyl-4,5-dihydro-5-methyl-2-(2-pyridinyl)oxazole (0.22 g, 1.00 mmol, obtained as above) in MeOH (2 mL) was added aq NaOH (44.0 mg, 1.10 mmol in 0.20 mL of H2O ). After 1 h at room temperature, the solvent was removed under reduced pressure. The residue was partitioned between EtOAc (5 mL) and 1N HCl (1 mL). The aqueous layer was extracted with further EtOAc (2×10 mL). the combined organic extracts were dried over MgSO4 and concentrated to give a white residue. Flash chromatography (2% to 10% MeOH/CHCl3 +1% AcOH, silica gel) gave 80.0 mg (39%) of the desired compound as a white solid.

Provenance & Evidence