16357-59-8

White to pale yellow solid

2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline is an irreversible membrane-bound receptor antagonist. It is used in synthetic chemistry, discovery, process R&D. It also acts as coupling reagents.

In the synthesis of peptides.

Peptide condensing agent with little or no racemization. Amidation coupling reagent.

Dissolve EEDQ ~180g in CHCl3, evaporate to dryness in a vacuum. Add dry Et2O (20mL) and a white solid separates on standing. Set aside for a few hours, collect the solid, wash it thoroughly with cold Et2O and dry it in a vacuum (~140g, m 63.5-65o). A further crop of solid (~25g) is obtained from the filtrate on standing overnight. [Fieser & Fieser Reagents for Organic Synthesis 2 191 1969, Belleau et al. J Am Chem Soc 90 823 1968 and 90 1651 1968, Beilstein 21/3 V 28.]