Citric Acid → HCID 23531923, compound

Participants

Reaction Steps

N-(3,4-Dimethoxybenzenesulfonyl)-[(2S,4S)-4-phenoxy-2-pyrrolidinecarboxylic acid] methyl ester (9) (0.95 g, 2.25 mmol) is dissolved in 11 mL of 2:2:1 tetrahydrofuran:water:methanol. Lithium hydroxide (0.54 g, 22.5 mmol) is added and the solution stirred at ambient temperature for 6 hours. The reaction mixture is poured onto saturated citric acid solution (20 mL) and extracted with ethyl acetate (40 mL). The organic layer is isolated and washed successively with water (2×20 mL) and brine (20 mL). The solution is then dried over magnesium sulfate, filtered and concentrated in vacuo to afford the desired product as a white solid. CIMS: MH+ 408

Provenance & Evidence