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Updated: Jun 3, 2026

Solid Phase Synthesis of a Functionalized Bis-Peptide Using "Safety Catch" Methodology
Published on: May 15, 2012
Synthesis of protected lactam-bridged dipeptides
1Department of Medicinal Chemistry, Merck Research Laboratories, West Point, PA.
Abstract:
Lactam-bridged dipeptides are useful tools for the introduction of conformational constraint in higher peptides. General methods have been devised for the synthesis of dipeptides having five-, six-, and seven-membered ring constraints (1,2). This chapter will focus on four synthetic paths from protected chiral a-amino acids to lactams that involve intramolecular alkylation, intermolecular alkylation, intramolecular acylation, and condensation with formaldehyde for a one carbon unit insertion.
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