[3445-09-8] · C7H9NO2 · 2-Ethoxypyridine 1-Oxide · (MW 139.16)
Physical Data: mp 72-74 °C.
Solubility: sol ethanol, acetic acid.
Reacts with acid chlorides to give activated esters which can be condensed with amino acids, giving 1-hydroxy-2(1H)-pyridone as a water-soluble byproduct (eq 1). This is an advantage over coupling using 1,3-Dicyclohexylcarbodiimide because of the easier separation of byproducts.
One of a range of oxygen-nucleophilic catalysts for phosphotriester bond formation which gives few byproducts. 4-Ethoxypyridine 1-oxide is even faster.2
Kenneth A. Murray
University of Cambridge, UK