A flow-based transition-metal-catalysed hydrogenolysis strategy to facilitate peptide side-chain deprotection. Issue 1 (13th December 2021)

• Record Type: Journal Article
• Authors: Menti-Platten, Maria; Aldrich-Wright, Janice R.; Gordon, Christopher P.
• Is Part Of: Organic & biomolecular chemistry. Volume 20:Issue 1(2021)
• Page Start: 106
• Page End: 112
• Publication Date: 2021-12-13
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d1ob02179f
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A palladium-catalysed flow chemistry protocol to selectively mediate N β side-chain Cbz-lysis from extended peptide sequences in the presence of trityl, t -butyl and N α -Fmoc protecting groups. Abstract : Orthogonal deprotection methodologies are an invaluable tool for the construction of site-specially modified peptides. Here, we report a facile 10% Pd/CaCO3 -based procedure to selectively mediate Nβ-side-chain Cbz-lysis from extended peptide sequences in the presence of trityl and t -Butyl protecting groups.