Organic Chemistry, Third Edition Binder Ready Version
Organic Chemistry, Third Edition Binder Ready Version
3rd Edition
ISBN: 9781119110453
Author: Klein
Publisher: WILEY
Question
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Chapter 25.6, Problem 37PTS

(a)

Interpretation Introduction

Interpretation:

Phe-Leu-Val-Phe and Ala-Val-Leu-Ile was synthesized using Merrifield synthesis and the steps used for the synthesis has to be identified.

Concept introduction:

Peptides can be synthesized in more yield by using the method developed by R. Bruce Merrifield.  A peptide containing a large number of amino acid residue can be synthesized easily by this method.  The coupling of the amino acid residues are done without purification.  The key steps involved in Merrifield Synthesis are,

  • Attachment of Boc-protected residue to polymer.
  • Removal of Boc Protecting group.
  • Coupling with another Boc-protected amino acid using DCC.
  • For each amino acid that is added to the growing peptide chain removal of Boc and coupling is done.
  • Removal of Boc and detachment of peptide from the polymer.

To identify: To identify all the steps used to prepare Phe-Leu-Val-Phe via Merrifield synthesis.

(b)

Interpretation Introduction

Interpretation:

Phe-Leu-Val-Phe and Ala-Val-Leu-Ile was synthesized using Merrifield synthesis and the steps used for the synthesis has to be identified.

Concept introduction:

Peptides can be synthesized in more yield by using the method developed by R. Bruce Merrifield.  A peptide containing a large number of amino acid residue can be synthesized easily by this method.  The coupling of the amino acid residues are done without purification.  The key steps involved in Merrifield Synthesis are,

  • Attachment of Boc-protected residue to polymer.
  • Removal of Boc Protecting group.
  • Coupling with another Boc-protected amino acid using DCC.
  • For each amino acid that is added to the growing peptide chain removal of Boc and coupling is done.
  • Removal of Boc and detachment of peptide from the polymer.

To identify: To identify all the steps used to prepare Ala-Val-Leu-Ile via Merrifield synthesis.

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Chapter 25 Solutions

Organic Chemistry, Third Edition Binder Ready Version

Ch. 25.2 - Prob. 10CCCh. 25.3 - Prob. 11CCCh. 25.3 - Prob. 12CCCh. 25.3 - Prob. 13CCCh. 25.3 - Prob. 2LTSCh. 25.3 - Prob. 14PTSCh. 25.3 - Prob. 15ATSCh. 25.3 - Prob. 16ATSCh. 25.3 - Prob. 17CCCh. 25.3 - Prob. 18CCCh. 25.3 - Prob. 19CCCh. 25.3 - Prob. 20CCCh. 25.4 - Prob. 3LTSCh. 25.4 - Prob. 21PTSCh. 25.4 - Prob. 22ATSCh. 25.4 - Prob. 23ATSCh. 25.4 - Prob. 24ATSCh. 25.4 - Prob. 25CCCh. 25.4 - Prob. 26CCCh. 25.4 - Prob. 27CCCh. 25.4 - Prob. 28CCCh. 25.4 - Prob. 29CCCh. 25.5 - Prob. 30CCCh. 25.5 - Prob. 4LTSCh. 25.5 - Prob. 31PTSCh. 25.5 - Prob. 32ATSCh. 25.5 - Prob. 33ATSCh. 25.6 - Prob. 5LTSCh. 25.6 - Prob. 34PTSCh. 25.6 - Prob. 35ATSCh. 25.6 - Prob. 36ATSCh. 25.6 - Prob. 6LTSCh. 25.6 - Prob. 37PTSCh. 25.6 - Prob. 38ATSCh. 25.7 - Prob. 39CCCh. 25 - Prob. 40PPCh. 25 - Prob. 41PPCh. 25 - Prob. 42PPCh. 25 - Prob. 43PPCh. 25 - Prob. 44PPCh. 25 - Prob. 45PPCh. 25 - Prob. 46PPCh. 25 - Prob. 47PPCh. 25 - Prob. 48PPCh. 25 - Prob. 49PPCh. 25 - Prob. 50PPCh. 25 - Prob. 51PPCh. 25 - Prob. 52PPCh. 25 - Prob. 53PPCh. 25 - Prob. 54PPCh. 25 - Prob. 55PPCh. 25 - Prob. 56PPCh. 25 - Prob. 57PPCh. 25 - Prob. 58PPCh. 25 - Prob. 59PPCh. 25 - Prob. 60PPCh. 25 - Prob. 61PPCh. 25 - Prob. 62PPCh. 25 - Prob. 63PPCh. 25 - Prob. 64PPCh. 25 - Prob. 65PPCh. 25 - Prob. 66PPCh. 25 - Prob. 67PPCh. 25 - Prob. 68PPCh. 25 - Prob. 69PPCh. 25 - Prob. 70PPCh. 25 - Prob. 71PPCh. 25 - Prob. 72PPCh. 25 - Prob. 73PPCh. 25 - Prob. 74PPCh. 25 - Prob. 75PPCh. 25 - Prob. 76PPCh. 25 - Prob. 77PPCh. 25 - Prob. 78PPCh. 25 - Prob. 79PPCh. 25 - Prob. 80PPCh. 25 - Prob. 81PPCh. 25 - Prob. 82PPCh. 25 - Prob. 83PPCh. 25 - Prob. 84IPCh. 25 - Prob. 85IPCh. 25 - Prob. 86IPCh. 25 - Prob. 87IPCh. 25 - Prob. 88IPCh. 25 - Prob. 89IPCh. 25 - Prob. 90CPCh. 25 - We saw in Section 25.6 that DCC can be used to...Ch. 25 - Prob. 92CP
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