Synthesis of 5-acyl-6-[2-hydroxy-3-(amino)propylamino]-1,3-dialkyl-1H-pyrimidine-2,4-diones

Org Biomol Chem. 2005 Nov 7;3(21):3958-65. doi: 10.1039/b509775d. Epub 2005 Sep 26.

Abstract

A stepwise synthetic approach involving substitution of 6-chloro-1,3-dialkyluracils (5 and 6) with 3-(tert-amino)-2-hydroxypropylamines and subsequent acylation at C5 of uracil has been used to synthesize pyrimidinediones 27-33 in 61-89% overall yield. The conformational aspects of the new molecules based upon NMR data have been discussed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acylation
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Propylamines / chemistry
  • Pyrimidinones / chemical synthesis*
  • Uracil / analogs & derivatives
  • Uracil / chemistry

Substances

  • Propylamines
  • Pyrimidinones
  • Uracil