The preparation of (S)-aspartate semi-aldehyde appropriate for use in biochemical studies

Bioorg Med Chem Lett. 2003 Jan 20;13(2):265-7. doi: 10.1016/s0960-894x(02)00923-x.


We report two three-step syntheses of (S)-aspartate semi-aldehyde, an important synthetic and biosynthetic precursor, from diprotected aspartic acid. The first synthesis proceeds via a thioester, the second via a Weinreb amide. Each route yields pure (S)-aspartate semi-aldehyde in excellent yield. (S)-Aspartate semi-aldehyde prepared in this manner has proved appropriate as a substrate for detailed enzyme studies.

MeSH terms

  • Aspartic Acid / analogs & derivatives*
  • Aspartic Acid / chemical synthesis*
  • Aspartic Acid / chemistry*
  • Indicators and Reagents
  • Osmium Tetroxide
  • Picolinic Acids
  • Pyruvic Acid / chemistry
  • Stereoisomerism


  • Indicators and Reagents
  • Picolinic Acids
  • Aspartic Acid
  • aspartic semialdehyde
  • Pyruvic Acid
  • Osmium Tetroxide
  • picolinic acid