4.6 Article

Simple and efficient Fmoc removal in ionic liquid

Journal

RSC ADVANCES
Volume 7, Issue 58, Pages 36482-36491

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7ra04425a

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Funding

  1. MIUR (MinisteroItaliano dell'Universita a e della Ricerca, ex-60% funds)

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A mild method for an efficient removal of the fluorenylmethoxycarbonyl (Fmoc) group in ionic liquid was developed. The combination of a weak base such as triethylamine and [Bmim][BF4] makes the entire system more efficient for the cleavage at room temperature of various amines and amino acid methyl esters in short reaction times. The procedure works well even in the case of N-Fmoc amino acids bearing acid-sensitive protecting groups and of N-alkylated amino acid methyl esters. The solvent-free condition provides a complementary method for Fmoc deprotection in solution phase peptide synthesis and modern organic synthesis.

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