The condensation of 1,3-dichloroacetone (I) with thiourea (II) provided 2-amino-4-(chloromethyl)thiazole (III). Further displacement of the chlorine atom of (III) with N-Boc-2-mercaptoethylamine (IV) gave thioether (V). Thiocyanation of the thiazole ring of (V) using thiocyanogen, generated from KSCN and Br2, provided (VI). Reductive cleavage of the thiocyanate group of (VI) with NaBH4 gave rise to the mercaptothiazole (VII), which was subsequently coupled with the chlorocephem (VIII) to yield adduct (IX). Incorporation of a N-Boc-alanine unit to (IX) to afford (XI) was then achieved by condensation with N-Boc-alanine pentafluorophenyl ester (X) in 1,2-dichloroethane. Finally, the protecting groups of (XI) were cleaved by treatment with trifluoroacetic acid in the presence of triethylsilane.