EBK ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG
EBK ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG
4th Edition
ISBN: 9781119659525
Author: Klein
Publisher: WILEY CONS
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Chapter 25, Problem 78PP
Interpretation Introduction

Interpretation:

Four possible peptides that will be formed when L-phenylalanine and L-alanine is treated with DCC need to be drawn.

Concept introduction:

Peptides are a chain of amino acids that are linked together by amide bond.  The key steps involved in peptide synthesis is,

  • Installation of appropriate protecting groups in amino acid
  • Coupling of protected amino acids using DCC
  • Deprotection of protecting groups to give the final peptide.

Please remember that DCC is not a regioselective catalyst.  Hence when DCC is used to couple two different amino acids, four different peptides are formed.

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