Water → HCID 58299856, compound

Participants

Reaction Steps

Compound 245 (200 mg, 0.41 mmol) was dissolved in a solution of water (0.150 mL, 8.33 mmol) in trifluoroacetic acid (3.00 mL, 38.9 mmol). The solution was stirred at room temperature for 2 hours and then poured into aqueous K2CO3 (10%, 30 mL). This was extracted with dichloromethane+10% methanol (3×30 mL), and the combined organics were dried (MgSO4) and evaporated to give a yellow solid. Silica gel chromatography (gradient elution hexanes+2.5% TEA/50-100% ethyl acetate+2.5% TEA) afforded compound 305 as a yellow solid (156 mg, 86%).

Provenance & Evidence