Cyclic peptides received increasing amounts of attention because of their pharmaceutical propertie including interruption of protein-protein interactions. Please provide a mechanism for the synthesis of the cyclic peptide below from a prodrug protected linear peptide. (Amino acid R groups are simplified to A2, A3, ... as they are not participating in the reaction).

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter21: Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions
Section21.SE: Something Extra
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Cyclic peptides received increasing amounts of attention because of their pharmaceutical properties
including interruption of protein-protein interactions. Please provide a mechanism for the synthesis
of the cyclic peptide below from a prodrug protected linear peptide. (Amino acid R groups are
simplified to A2, A3, ... as they are not participating in the reaction).
Intramolecular
cyclization
A3
NH
H2N
H.
HN
A2
Transcribed Image Text:Cyclic peptides received increasing amounts of attention because of their pharmaceutical properties including interruption of protein-protein interactions. Please provide a mechanism for the synthesis of the cyclic peptide below from a prodrug protected linear peptide. (Amino acid R groups are simplified to A2, A3, ... as they are not participating in the reaction). Intramolecular cyclization A3 NH H2N H. HN A2
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