Synthesis of imidazolidin-2-one-4-carboxylate and of (tetrahydro)pyrimidin-2-one-5-carboxylate via an efficient modification of the Hofmann rearrangement

Org Biomol Chem. 2008 May 21;6(10):1849-52. doi: 10.1039/b801909f. Epub 2008 Apr 7.

Abstract

A mild and efficient methodology for the rearrangement of protected asparagine and protected glutamine is reported; good results are obtained with a wide selection of protecting groups.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzoates / chemical synthesis*
  • Benzoates / chemistry
  • Carboxylic Acids / chemical synthesis*
  • Carboxylic Acids / chemistry
  • Crystallography, X-Ray
  • Imidazolidines / chemical synthesis*
  • Imidazolidines / chemistry
  • Models, Molecular
  • Molecular Structure
  • Pyrimidinones / chemical synthesis*
  • Pyrimidinones / chemistry

Substances

  • (tetrahydro)pyrimidin-2-one-5-carboxylate
  • Benzoates
  • Carboxylic Acids
  • Imidazolidines
  • Pyrimidinones
  • imidazolidin-2-one-4-carboxylate