Efficient and versatile COMU-mediated solid-phase submonomer synthesis of arylopeptoids (oligomeric N-substituted aminomethyl benzamides) - Archive ouverte HAL
Article Dans Une Revue Organic & Biomolecular Chemistry Année : 2011

Efficient and versatile COMU-mediated solid-phase submonomer synthesis of arylopeptoids (oligomeric N-substituted aminomethyl benzamides)

Résumé

The development of a highly efficient methodology for solid-phase synthesis of para- and meta-arylopeptoids (oligomeric N-substituted aminomethyl benzamides) with free acids or free amides at the C-terminus is described. The arylopeptoids were synthesised by means of a convenient submonomer protocol in which the arylopeptoid residues were created in an iterative manner on the growing chain using an acylation-substitution cycle. The uronium salt COMU was found to be the most efficient reagent for ensuring fast and clean couplings of the benzoic acid building blocks

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Chimie

Dates et versions

hal-00624648 , version 1 (19-09-2011)

Identifiants

Citer

Thomas Hjelmgaard, Sophie Faure, Dan Staerk, Claude Taillefumier, John Nielsen. Efficient and versatile COMU-mediated solid-phase submonomer synthesis of arylopeptoids (oligomeric N-substituted aminomethyl benzamides). Organic & Biomolecular Chemistry, 2011, 9, pp.6832-6843. ⟨10.1039/c1ob05729d⟩. ⟨hal-00624648⟩
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