5'-Uridyl derivatives of N-glycosyl allophanic acid and biuret

Carbohydr Res. 2010 Jan 11;345(1):163-7. doi: 10.1016/j.carres.2009.08.038. Epub 2009 Sep 2.

Abstract

(2',3'-O-Isopropylidene-5'-uridyl) 4-(2,3,4,6-tetra-O-acetyl-beta-d-glycopyranosyl)allophanates were obtained in the reactions of 2',3'-O-isopropylidene-uridine and O-peracetylated beta-d-gluco-, galacto- and xylopyranosylamines, and OCNCOCl. 2,3,4,6-Tetra-O-acetyl-beta-d-glucopyranosyl isocyanate and N-(2',3'-O-isopropylidene-5'-uridyl)urea gave 1-(2,3,4,6-tetra-O-acetyl-beta-d-glucopyranosyl)-5-(2',3'-O-isopropylidene-5'-uridyl)biuret. Deprotection of the beta-d-gluco configured allophanate and biuret was carried out by standard methods.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biuret / chemical synthesis
  • Biuret / chemistry*
  • Glycosylation
  • Stereoisomerism
  • Urea / analogs & derivatives*
  • Urea / chemical synthesis
  • Urea / chemistry
  • Uridine / analogs & derivatives*

Substances

  • allophanic acid
  • Biuret
  • Urea
  • Uridine