Asymmetric synthesis of 3-azide-4-fluoro-l-phenylalanine

Biosci Biotechnol Biochem. 2015;79(5):707-9. doi: 10.1080/09168451.2014.997185. Epub 2015 Jan 6.

Abstract

The asymmetric synthesis of N-Fmoc-protected 3-azide-4-fluoro-l-phenylalanine as a photoactive phenylalanine analog has been achieved by Schöllkopf's alkylation.

Keywords: Schöllkopf’s alkylation; amino acid; asymmetric synthesis; photoaffinity labeling.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkylation
  • Azides / chemical synthesis*
  • Azides / chemistry
  • Chemistry Techniques, Synthetic*
  • Phenylalanine / chemistry*
  • Stereoisomerism
  • p-Fluorophenylalanine / analogs & derivatives*
  • p-Fluorophenylalanine / chemical synthesis
  • p-Fluorophenylalanine / chemistry

Substances

  • Azides
  • Phenylalanine
  • p-Fluorophenylalanine