Preparation of crystalline p-nitrobenzyl 2-formyl carbapenems by oxidative cleavage

Bioorg Med Chem Lett. 1999 Jun 7;9(11):1559-62. doi: 10.1016/s0960-894x(99)00249-8.

Abstract

Crystalline 1beta-methyl-2-formyl carbapenem pNB esters were prepared by osmium-mediated oxidative cleavage of the corresponding 2-vinyl derivatives. Reduction of the 2-formyl compounds gave the corresponding 2-hydroxymethyl derivatives, which are key intermediates for the anti-MRS carbapenem candidate (1).

MeSH terms

  • Aldehydes / chemistry
  • Carbapenems / chemical synthesis*
  • Hydrogen-Ion Concentration
  • Osmium / pharmacology*
  • Time Factors

Substances

  • Aldehydes
  • Carbapenems
  • Osmium