Question

Give equations for the formation and hydrogenolysis of N-benzyloxy carbonyl methionine.

Short answer

Formation of N- benzyloxy carbonyl methionine

Hydrogenolysis of N-benzyloxy carbonyl methionine

Step-by-step solution

Acylation process

Anamino group is converted to an amide with the help of an acylating agent. In order to protect the amino group from unwanted nucleophilic substitution reactions, the acylation process is carried out. A large number of acid chlorides and anhydrides are used for acylation. The amino group is acylated by benzyl chloroformate to yield a benzyloxycarbonyl derivative, which is often used as a protecting group in peptide synthesis.

(a)

The equation for the formation of benzyloxycarbonyl methionine is as shown below:

Formation of N-benzyloxy carbonyl methionine

(b)

The equation for the hydrogenolysis of benzyloxycarbonyl methionine is as shown below:

Hydrogenolysis of N-benzyloxy carbonyl methionine