Collect. Czech. Chem. Commun. 2002, 67, 1533-1559
https://doi.org/10.1135/cccc20021533

Peptide Synthesis with α-(Difluoromethyl)-Substituted α-Amino Acids

Thomas Michela, Beate Kokschb, Sergei N. Osipovc, Alexander S. Golubevc, Joachim Sielerd and Klaus Burgerb,*

a Jenapharm, Otto-Schott-Strasse 15, D-07745 Jena, Germany
b Department of Organic Chemistry, University of Leipzig, Johannisallee 29, D-04103 Leipzig, Germany
c Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilov str. 28, GSP-1, V-334, 117813 Moscow, Russia
d Department of Inorganic Chemistry, University of Leipzig, Linnéstrasse 3, D-04103 Leipzig, Germany

Abstract

Methodology for the incorporation of α-(difluoromethyl)-substituted α-amino acids into N- and C-terminal positions of dipeptides as well as into position 2 of tri- and tetrapeptides is described.

Keywords: Peptides; α,α-Disubstituted amino acids; α-Fluoroalkyl α-amino acids; Peptide coupling reagents; Fragment condensation; Fluorinated compounds.

References: 63 live references.