A general approach to the synthesis of 5-S-functionalized pyrimidine nucleosides and their analogues?
Organic & Biomolecular Chemistry Pub Date: 2014-06-11 DOI: 10.1039/C4OB00597J
Abstract
A general and efficient approach was developed for the introduction of S-functionality at the C-5 position of cytosine and uracil nucleosides and their analogues. The key step is a palladium-catalyzed C–S coupling of the corresponding 5-bromo nucleoside derivative and alkyl thiol. The butyl 3-mercaptopropionate coupling products were further converted to the corresponding disulphides, the stable precursors of 5-mercaptopyrimidine nucleosides.
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Journal Name:Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4