Trifluoroacetic acid → HCID 15481644, compound

Participants

Reaction Steps

To a solution of Cbz-D-hPro-N(Et)Gly-O-t-Bu (5 g, 12.4 mmol) in dichloromethane (50 mL) was added anisole (2.5 mL) and trifluoroacetic acid (50 mL). The mixture was allowed to stir for several hours at room temperature. The solvents were removed in vacuo and the resulting oil was partitioned between saturated aqueous NaHCO3 and diethyl ether. The layers were separated and the organic phase was extracted once with saturated aqueous NaHCO3. The combined aqueous phase was adjusted to pH 2 with 5N aqueous HCl and extracted three times with ethyl acetate (150 mL). The combined ethyl acetate extracts were dried with MgSO4, filtered, and concentrated to give a colorless oil (4.6 g, 106%).

Provenance & Evidence