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A short path synthesis of [13C/15N] multilabeled pyrimidine nucleosides starting from glucopyranose nucleosides.

Authors
  • Lagoja, Irene M
  • Pochet, Sylvie
  • Boudou, Valerie
  • Little, Roy
  • Lescrinier, Eveline
  • Rozenski, Jef
  • Herdewijn, Piet
Type
Published Article
Journal
The Journal of Organic Chemistry
Publisher
American Chemical Society (ACS)
Publication Date
Mar 07, 2003
Volume
68
Issue
5
Pages
1867–1871
Identifiers
PMID: 12608803
Source
Medline
License
Unknown

Abstract

The synthesis of fully [13C/15N] labeled pyrimidine nucleosides has been achieved from 13C-glucose and labeled nucleobases. The reaction scheme leads directly to the protected nucleosides without the need for the inversion of configuration of C-3 of 13C-glucose. This was achieved by an oxitative ring-opening reaction removing the carbon with the wrong configuration.

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