Journal
GREEN CHEMISTRY
Volume 15, Issue 5, Pages 1116-1120Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c3gc40302e
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Funding
- CNRS, Universite Montpellier 2
- Universite Montpellier 1
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This paper describes an original methodology for peptide bond synthesis avoiding toxic solvents and reactants. Ball-milling stoichiometric amounts of Boc-protected alpha-amino acid N-carboxyanhydrides (Boc-AA-NCA) or Boc-protected alpha-amino acid N-hydroxysuccinimide esters (Boc-AA-OSu) with alpha-amino acid alkyl ester salts in the presence of NaHCO3 and a minimal quantity of EtOAc led to the production of di- to pentapeptides in an efficient and environmentally benign manner. This approach was successfully applied to the synthesis of Leu-enkephalin.
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