The synthesis of the dehydrodipeptide phenoxyacyl dehydroserine–D–alanine to act as a potential suicide substrate for D, D-peptidase is presented. Starting with the hydrochloride of serine methyl ester, this was chemically transformed to the key phenoxyacyl-β–chloro Ala Ala which was dehydrohalogenated to the desired dehydrodipeptide.

Keywords: Suicide substrate, Phenoxyacyldehydrodipeptide, D, D-Peptidases