Coupling of methyl 4-acetamido-5-chlorosalicylate (I) with 3-penty-2-ol (II) under Mitsunobu conditions furnished the propargyl ether (III). Acetamide hydrolysis en (III) using H2SO in methanol gave aminoester (IV), whih was further hydrolyzed with NaOH to the carboxylic acid (V). Condensation of racemic acid (V) with the aminopropane (VI) in the presence of DCC afforded the corresponding amide, which was resolved into the enantiomers by means of preparative, chiral HPLC.