Issue 58, 2017

Simple and efficient Fmoc removal in ionic liquid

Abstract

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.

Graphical abstract: Simple and efficient Fmoc removal in ionic liquid

Supplementary files

Article information

Article type
Paper
Submitted
19 apr 2017
Accepted
14 jul 2017
First published
21 jul 2017
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2017,7, 36482-36491

Simple and efficient Fmoc removal in ionic liquid

M. L. Di Gioia, P. Costanzo, A. De Nino, L. Maiuolo, M. Nardi, F. Olivito and A. Procopio, RSC Adv., 2017, 7, 36482 DOI: 10.1039/C7RA04425A

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