ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
10th Edition
ISBN: 9781260028355
Author: Carey
Publisher: MCG CUSTOM
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Chapter 26, Problem 43P
Interpretation Introduction

Interpretation:

The mechanisms for the rearrangement and coupling steps are to be written in NCL for the given reaction.

Concept Introduction:

The sulfur atom in the side chain of cysteine acts as a nucleophile and can attack the carbonyl carbon of the thioester of an amino acid.

The non-native thioester linkage in the product undergoes a rearrangement in order to form a more stable amide linkage.

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