Synthesis of potentially bioactive PABA-related N-(aminoalkyl)lactamic amino acids and esters via selective S(N)Ar reactions

Amino Acids. 2011 Jan;40(1):197-204. doi: 10.1007/s00726-010-0634-z. Epub 2010 May 30.

Abstract

Potentially bioactive N-(aminoalkyl)lactamic amino acids and esters were synthesized in satisfactory to good yields by S(N)Ar reactions of aromatic acids with N-(3-aminopropyl)lactams followed by esterification with tertiary amino alcohols. The addition-elimination S(N)Ar mechanism was confirmed by NMR and MS measurements.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 4-Aminobenzoic Acid / chemical synthesis*
  • 4-Aminobenzoic Acid / chemistry
  • Amino Acids / chemical synthesis*
  • Amino Acids / chemistry
  • Esterification
  • Esters / chemical synthesis*
  • Esters / chemistry
  • Molecular Structure

Substances

  • Amino Acids
  • Esters
  • 4-Aminobenzoic Acid