Chapter 27, Problem 27.19P

Interpretation Introduction

(a)

Interpretation:

The structure of each compound involved in the given solid peptide phase synthesis is to be stated.

Concept introduction:

Solid phase peptide synthesis is a process in which an amino protected amino acid is treated with insoluble resin. After that, the amino acid is deprotected which gives rise to the formation of a dipeptide. This dipeptide is again treated with the amino protected amino acid. This cycle is repeated several times and resin is removed by using trifluoroacetic acid.

Interpretation Introduction

(b)

Interpretation:

A reason as to why $\text{Boc}$ group is used on the side chain of the $\text{Lys}$ group in the $B\to C$ step of the reaction is to be stated.

Concept introduction:

Solid peptide phase synthesis is a process in which an amino protected amino acid is treated with insoluble resin. After that, the amino acid is deprotected which give rise to the formation of a dipeptide. This dipeptide is again treated with an amino protected amino acid. This cycle is repeated several times and resin is removed by using trifluoroacetic acid.

Interpretation Introduction

(c)

Interpretation:

An explanation as to why $\text{Boc-Val}$ is used rather than $\text{Fmoc-Val}$ in the $D\to E$ step of the reaction is to be stated.

Concept introduction:

Solid peptide phase synthesis is a process in which an amino protected amino acid is treated with insoluble resin. After that, the amino acid is deprotected which give rise to the formation of a dipeptide. This dipeptide is again treated with an amino protected amino acid. This cycle is repeated several times and resin is removed by using trifluoroacetic acid.