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A Short Path Synthesis of [13C/15N] Multilabeled Pyrimidine Nucleosides Starting from Glucopyranose Nucleosides

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journal contribution
posted on 29.01.2003, 00:00 by Irene M. Lagoja, Sylvie Pochet, Valerie Boudou, Roy Little, Eveline Lescrinier, Jef Rozenski, Piet Herdewijn
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.