Video Experimental Relacionado

Updated: Feb 26, 2026

Solid Phase Synthesis of a Functionalized Bis-Peptide Using "Safety Catch" Methodology

Solid Phase Synthesis of a Functionalized Bis-Peptide Using "Safety Catch" Methodology

Published on: May 15, 2012

Desalilación Catalizada por Níquel para Síntesis de Péptidos en Solución y en Fase Sólida

Maria Camila Aguilera¹, Steven W M Crossley¹, Renee J Sifri¹

¹Process Research & Development, MRL, Merck & Co., Inc., Rahway, New Jersey 07065, United States.

Organic letters

|February 25, 2026

Abstract:

We report a one-step, nickel-catalyzed allyl/alloc deprotection compatible with solid-phase peptide synthesis (SPPS) to address the reliance on costly palladium conditions and limited on-resin compatibility of base-metal alternatives. Our two-component system employs an air-stable Ni(PPh₃)₂Br₂ precatalyst and NH₃BH₃ reductant and operates rapidly in SPPS-compatible solvents under inertion. This protocol efficiently and chemoselectively deprotects allyl- and alloc-protected amino acids, small molecules, and peptides in solution and has been extended to on-resin deprotection, showing promise for SPPS applications.

Palabras clave:

síntesis de péptidos desprotección de alilo desprotección de alilo catálisis de níquel SPPS química orgánica química sintética química medicinal

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