Darapsky degradation

What is Darapsky degradation?

Darapsky and Hillers utilized the Curtius rearrangement technique in 1915 to prepare an amino acid from cyanoacetic ester and yield glycine. This technique involves the breakdown of acid azides upon heating, resulting in the formation of isocyanates and nitrogen.

Since then, the Darapsky degradation method has been applied to obtain various amino acids from substituted cyanoacetic esters. By utilizing this technique, different amino acids can be obtained through a process of chemical degradation and rearrangement.

Darapsky degradation - general reaction scheme
Darapsky degradation