Progress in 7-deazapurine-pyrrolo[2,3-d]pyrimidine-ribonucleoside synthesis

Autor(en): Seela, F
Peng, XH
Stichwörter: 7-deazapurine; 7-DEAZAPURINE NUCLEOSIDES; ANTIBIOTIC TOYOCAMYCIN; BIOLOGICAL-ACTIVITY; C-nucleoside; Chemistry, Medicinal; glycosylation; L-nucleoside; natural occurrence; pharmacological properties; Pharmacology & Pharmacy; PHASE-TRANSFER GLYCOSYLATION; PYRROLO<2,3-D>PYRIMIDINE NUCLEOSIDES; pyrrolo[2,3-d]pyrimidine; PYRROLOPYRIMIDINE NUCLEOSIDES; RIBOFURANOSYL CHLORIDES; ribonucleoside; SALT GLYCOSYLATION PROCEDURE; STEREOSPECIFIC SYNTHESIS; VIRUS-RNA REPLICATION
Erscheinungsdatum: 2006
Herausgeber: BENTHAM SCIENCE PUBL LTD
Journal: CURRENT TOPICS IN MEDICINAL CHEMISTRY
Volumen: 6
Ausgabe: 9
Startseite: 867
Seitenende: 892
Zusammenfassung: 
This review reports on the synthesis of 7-deazapurine ribonucleosides, including C-nucleosides, 2'-C-methyl derivatives and L-enantiomers. It covers the various aspects of convergent nucleoside synthesis such as the Schiff base procedure, the fusion reaction, the metal salt procedures, the Silyl-Hilbert-Johnson reaction, and the nucleobase anion glycosylation. The review discusses the scope and limitations of glycosylation reactions performed on 7-deazapurines. Peracylated ribose derivatives were now employed in the glycosylation, which overcome difficulties reported earlier.
ISSN: 15680266
DOI: 10.2174/156802606777303649

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