HCID 68157628, compound → HCID 68157006, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-[2-((S)-2-benzyloxycarbonylaminopropionylamino)-5-fluoro-phenylamino]azetidine-1-carboxylic acid tert-butyl ester (15.52 mmol) in AcOH (110 mL) was heated at 60° C. for 18 h, at 70° C. for 24 h and then at 80° C. for 6 h. The volatiles were removed in vacuo and the resulting residue partitioned between EtOAc and a saturated aqueous solution of NaHCO3. The aqueous phase was further extracted with EtOAc (×3) and the combined organic fractions washed with water, followed by brine, then dried (Na2SO4) and concentrated in vacuo. The resulting residue was purified by column chromatography (Si—PCC, gradient 0-60% EtOAc in cyclohexane) to afford the title compound as a yellow oil (3.23 g, 44%). LCMS (Method J): RT 3.60 min [M+H]+ 469.1.

Provenance & Evidence