Abstract Selective N-protection of hydroxyamino esters has been readily achieved using 1- alkoxycarbonyl-or 1-acyl-v-triazolo [4, 5-b] pyridines. The amide-type triazolides reacted with alcohols in the presence of DBU at room temperature to afford in high yields the corresponding esters. The different reactivity of 1-and 3-alkoxycarbonyl derivatives of the title bicyclic system toward primary amines has been further investigated.