Direct Synthesis of 2, 5'-Anhydro Pyrimidine Nucleosides

Prebiotic Synthesis of Pyrimidine Nucleosides

Synthesis and solvatochromic fluorescence of biaryl pyrimidine nucleosides.

Fluorescent pyrimidine analogs containing a fused biphenyl unit were prepared in high yields using stereoselective N-glycosylation and Suzuki-Miyaura cross-coupling reactions. The resulting "push-pull" fluorophores exhibit highly solvatochromic emissions from twisted intramolecular charge-transfer (TICT) states.

A general approach to the synthesis of 5-S-functionalized pyrimidine nucleosides and their analogues.

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 stabl...

Cytidine nucleosides II. Photochemical synthesis of 5-alkylcytidine nucleosides

5-Alkylcytidine nucleosides were synthesized via a photocoupling reaction. 5-Propylcytidine and 5-propyl-2-deoxycytidine have been prepared through the reduction of 5-(3-propenyl)cytidine and its 2'-deoxy derivative, which in turn were prepared by photoirradiation of cytidine or 2'-deoxycytidine in the presence of 3-iodopropene. 5-(2-Hydroxyethyl)cytidine and its derivatives were obtained from ...

Ferrocene-modified pyrimidine nucleosides: synthesis, structure and electrochemistry.

This paper reports syntheses, crystal structures and electrochemical results for two ferrocene(Fc)-modified pyrimidine nucleosides that could potentially be used for investigating electron transfer in DNA. Fc was directly attached to the 5-position of deoxyuridine and deoxycytidine via the Stille coupling reaction. Fc-modified uridine was incorporated into DNA trinucleotides with standard solid...