Diethyl phosphorocyanidate

CAS 2942-58-7, Cat. No EN300-105912
Reagent for synthesis of amides esters and nitriles

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Diethyl phosphorocyanidate (DEPC) is an efficient and useful reagent for amide formation and applies to racemization-free peptide synthesis, ester and thioester formation, and conversion of aldoximes to nitriles¹. It is a moisture-sensitive pale yellow liquid, soluble in DMF, THF, Et₂O, and toluene. In the case of amide formation both aromatic and aliphatic acids easily react with aromatic and aliphatic amines. The reaction is rapid, clean, and usually free of contamination from side products. The esterification process with reagent usually gives a lower yield than usual methods (in the case of thioester yields are generally higher), but the advantage of this method is that the reaction proceeds under mild and almost neutral conditions¹.

Synonyms: diethyl cyanophosphonate; diethylphosphoryl cyanide; diethoxyphosphoryl cyanide; diethyl cyanophosphate; DEPC