Dimethylformamide → N-[(Phenylmethoxy)carbonyl]-L-tyrosine methyl ester

Participants

Reaction Steps

A suspension of Cs2CO3 (0.65 g, 2.0 mmol), N-Cbz-L-tyrosine (1.3 g, 4.0 mmol; Bachem) and DMF (40 mL) at ambient temperature was treated with methyl iodide (0.5 mL, 4.0 mmol). After 2.0 h the reaction mixture was diluted with EtOAc and then washed with H2O and brine, dried (MgSO4) and concentrated. Flash chromatography (silica, 25% EtOAc/hexanes) gave 6-4 as a white solid. Rf 0.53 (silica, 50% EtOAc/hexanes).

Provenance & Evidence