Methylthiomethyl, a new carboxyl protecting group in peptide synthesis.
N alpha-protected amino acid methylthiomethyl esters (MTM) were obtained in good yields under mild conditions using the "ButBr/Me2SO" reagent. Selective removal of the N-protecting group was achieved in HCl/anhydrous ethyl ether and the MTM ester hydrochlorides were successfully used in the synthesis of dipeptides.
D004121:Dimethyl Sulfoxide; D004951:Esterification; D004952:Esters; D007202:Indicators and Reagents; D009904:Optical Rotation; D010455:Peptides / Q000138:chemical synthesis*
D004952:Esters; D007202:Indicators and Reagents; D010455:Peptides; D004121:Dimethyl Sulfoxide