Tetrahedron p. 4747 - 4762 (1999)
Update date:2022-09-26
Topics:
Trifonova, Anna
Foeldesi, Andras
Dinya, Zoltan
Chattopadhyaya, Jyoti
The diastereospecific chemical syntheses of uridine-3',4',5',5'-d4, cytidine-3',4',5',5'-d4, adenosine-3',4',5',5'-d4 and guanosine- 3',4',5',5'-d4 (>97 atom % 2H at C3', C4' and C5') have been achieved by condensation of appropriately protected aglycone with 1-O-acetyl 2,3,5-tri- O-(4-toluoyl)-α/β-D-ribofuranose-3,4,5,5'-d4 (27), which has been obtained in an overall yield of 20 % in 11 steps starting from 50 mmol of 2:5,6-Di-O- isopropylidene-α-D-glucose.
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