Water → HCID 69491568, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of compound 58b (0.57 g, 1.88 mmol) and potassium carbonate (0.519 g, 3.76 mmol) in DMF (6 mL) in a pressure tube was added benzyl-2-bromoacetate (0.447 mL, 2.8 mmol). The reaction mixture was heated at 80° C. overnight, then cooled to rt. Water was added, and the mixture was extracted with ethyl acetate (3×). The combined organics were washed with water and brine, dried, and concentrated. The residue was purified by silica gel chromatography using a gradient from 10 to 30% ethyl acetate in hexanes to give compound 58c (0.68 g, 80%) as a clear oil. ESI-MS m/e 453.5 (M+1).

Provenance & Evidence