An Expeditious Route toward Pyrazine-Containing Nucleoside Analogues

An improved and convenient methodology for the synthesis of asymmetrically substituted pyrazines starting from 3,5-dichloropyrazin-2(1H)-ones has been elaborated. Several nucleoside analogues have been synthesized containing the pyrazine core as the organic base coupled with the sugar via a triazole...

Ausführliche Beschreibung

Gespeichert in:

Bibliographische Detailangaben
Veröffentlicht in:	Journal of organic chemistry 2011-02, Vol.76 (3), p.846-856
Hauptverfasser:	Modha, Sachin G, Trivedi, Jalpa C, Mehta, Vaibhav P, Ermolat’ev, Denis S, Van der Eycken, Erik V
Format:	Artikel
Sprache:	eng
Schlagworte:	Base Sequence Carbohydrates with 4, 5, 6, ... C atoms, dissacharides and oligosaccharides Carbohydrates. Nucleosides and nucleotides Chemistry Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings Magnetic Resonance Spectroscopy Microwaves Molecular Structure Nucleosides - chemical synthesis Nucleosides - chemistry Nucleosides, nucleotides and oligonucleotides Organic chemistry Preparations and properties Pyrazines - chemical synthesis Pyrazines - chemistry Triazoles - chemistry
Online-Zugang:	Volltext
Tags:	Tag hinzufügen Keine Tags, Fügen Sie den ersten Tag hinzu!

Beschreibung
Zusammenfassung:	An improved and convenient methodology for the synthesis of asymmetrically substituted pyrazines starting from 3,5-dichloropyrazin-2(1H)-ones has been elaborated. Several nucleoside analogues have been synthesized containing the pyrazine core as the organic base coupled with the sugar via a triazole linkage. The beneficial effect of microwave irradiation throughout the sequence has been demonstrated.
ISSN:	0022-3263 1520-6904
DOI:	10.1021/jo102089h