Diethyl Ether → D-Cysteine Methyl Ester Hydrochloride

Participants

Reaction Steps

To a cooled (0° C.) solution of H-D-Cys-OH.HCl (2.0 g, 0.013 mol) in 89.0 mL of MeOH was added 4.5 mL (0.063 mol) of AcCl. The resulting colorless solution was heated at reflux for 5 h, cooled, concentrated on a rotary evaporator, and then stripped down with Et2O until a white solid resulted. Additional Et2O (~100 mL) was added, the solid filtered, washed with Et2O, and excess solvent removed in vacuo to provide H-D-Cys-OMe.HCl as a white solid (1.80 g). The synthesized compound was identical (1H NMR) to commercially available H-Cys-OMe.HCl (Sigma).

Provenance & Evidence