Question

Question: Classify the amides in dolastatin, an anticancer compound isolated from the Indian sea hare Dolabella Auricularia as 1º 2º, or 3º

Short answer

Answer

The Structure of dolastatin showing various amide groups is given below:

Step-by-step solution

Amides

The amides have a general formula of R-CO-NH₂. The amides are classified as primary, secondary, or tertiary depending upon the number of alkyl groups attached to the nitrogen atom.

Classification of amides

• The amides which have two hydrogen atoms attached to the nitrogen atom are primary amides.They have the general formula of R-CO-NH₂.
• The secondary amides have one alkyl group attached to the nitrogen atom.The secondary amides have the general formula of R-CO-NH-R.
• The tertiary amides have two alkyl groups attached to the nitrogen atom.They have the general formula of R-CO-NR₂. These alkyl groups may or may not be the same.

Classification of amides in dolastatin

Dolastatin consists of four amide groups which are labeled in the

structure given below:

The structure of Dolastatin with several amides marked as secondary and tertiary is given below: