Novel side reactions accompanying activation and aminolysis of N-benzoyl-2-alkylserines

Acta Biochim Pol. 2001;48(4):1175-8.

Abstract

2-Phenyl-4-alkyl-4-hydroxymethyl-1,3-oxazolones (2a-d) have been identified as side products accompanying activation of N-benzoyl-2-alkylserines (1a-d). Oxazolones 2a-d in the presence of amine rearrange subsequently to corresponding 4-alkyl-2-phenyl-4,5-dihydro-1,3-oxazole-5 carboxylic acids (4a-d) at a 20-68% yield.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acids / chemistry
  • Carboxylic Acids / chemistry
  • Models, Chemical
  • Oxazolone / chemistry*
  • Serine / chemistry*
  • Stereoisomerism

Substances

  • Amino Acids
  • Carboxylic Acids
  • Oxazolone
  • Serine