An efficient and practical N-methylation of amino acid derivatives

Org Lett. 2003 Jan 23;5(2):125-8. doi: 10.1021/ol0268440.

Abstract

[reaction: see text] An efficient and practical N-methylation of amino acid derivatives with dimethyl sulfate in the presence of sodium hydride and a catalytic amount of water is described. Reaction of water with sodium hydride generated highly reactive dry sodium hydroxide, which led to much faster reaction rates than powdered sodium hydroxide itself.

MeSH terms

  • Amino Acids / chemical synthesis*
  • Methylation
  • Sodium Hydroxide / chemistry
  • Sulfuric Acid Esters / chemistry
  • Water / chemistry

Substances

  • Amino Acids
  • Sulfuric Acid Esters
  • Water
  • Sodium Hydroxide
  • dimethyl sulfate