Syntheses of 6'-C-aminomethyl-3'-deoxyparomamines

J Antibiot (Tokyo). 1977 Jan;30(1):71-5. doi: 10.7164/antibiotics.30.71.

Abstract

The first synthesis of 6'-C-aminomethyl derivatives (6'-epimers) of 3'-deoxyparomamine is reported starting from 3'-deoxyparomamine by way of 6'-O-tritylation, O-acetylation, hydrolysis of the trityl group, conversion of the 6'-hydroxyl group into an aldehyde group, nitromethane condensation of the aldehyde group and catalytic reduction of the nitro group into an amino group.

MeSH terms

  • Acetylation
  • Aminoglycosides / chemical synthesis*
  • Aminoglycosides / pharmacology
  • Anti-Bacterial Agents / chemical synthesis*
  • Bacteria / drug effects
  • Chemical Phenomena
  • Chemistry
  • Hydrolysis
  • Oxidation-Reduction

Substances

  • Aminoglycosides
  • Anti-Bacterial Agents