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

Organic & Biomolecular Chemistry Pub Date: 2005-09-26 DOI: 10.1039/B509775D

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.

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