Recent Developments in the Synthesis of Fluorinated beta-Amino Acids
Por:
J. ACENA, A. SIMON-FUENTES and S. FUSTERO
Publicada:
1 may 2010
Resumen:
Synthetic studies on fluorinated beta-amino acids and beta-peptides have expanded rapidly in recent years, and particularly significant are those methods giving access to the target compounds in enantiomerically pure form. Two main strategies have been investigated, namely selective fluorination of appropriate functional groups in beta-amino acid frameworks, and exploitation of already fluorinated small molecules for their use as synthetic building blocks. In addition, fluorine-containing beta-lactams have often been employed as synthetic intermediates for the preparation of the corresponding beta-amino acids. A large variety of acyclic beta-amino acids has been reported, containing one or two fluorine atoms at the alpha-position, as well as alpha- or beta-fluoroalkyl substituents. In contrast, fluorinated cyclic derivatives are much more unusual. Furthermore, the first examples of peptidic molecules containing fluorinated beta-amino acids in combination with non fluorinated alpha- or beta-amino acids have recently appeared. These compounds have been studied in terms of structure, proteolytic stability and biological activity.
Filiaciones:
J. ACENA:
Ctr Invest Principe Felipe, Lab Mol Organ, Valencia 46012, Spain
A. SIMON-FUENTES:
Univ Valencia, Fac Farm, Dept Quim Organ, Valencia 46100, Spain
:
Univ Valencia, Fac Farm, Dept Quim Organ, Valencia 46100, Spain
Ctr Invest Principe Felipe, Lab Mol Organ, Valencia 46012, Spain
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