Keto-sugar and Uronic Acid Nucleosides

The 5 -Carboxylic acid derivative of 5-fluorouridine has been described.The glucuronide methyl esters of 2-hydroxy- and 2-mercapto-pyriraidine, and of 4-hydroxy- and 4-mercapto-pyrimidine have been prepared by standard methods using pyrimidinols with appropriate sugar derivatives. 

Reo3eats- l, COCtg-Py, ii, OBN-Py Ui, BzCl-Py Iv, Ig-MeOH-PbCOa, v, Ba(OH)2 vi, UOBz-DMSO v u.,NH3-McOH 

Some disaccharide derivatives have been reported. 1-(B-D-Arabinofuranosyl)-cytosine 5 -0-glucuronide (32) has been prepared from a 5 -trityl-arabino-nucleoside precursor by standard 5 - 

The keto-disaccharide nucleoside analogue (34) has been synthesized from B-cellobiosyl or 3-D-glucopyranosyl derivatives of theophylline. 6 -Deoxygenation of the glucosyl derivative followed by glycosylation to the disaccharide with subsequent standard conversion of the terminal unit to the unsaturated keto sugar was found to be preferable because of the unreactivity of the 6 -hydroxy group in the cellobiose precursor.  

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