SYNTHESIS OF CERTAIN 5-SUBSTITUTED 2'-DEOXYTUBERCIDIN DERIVATIVES

Autor(en): SEELA, F
THOMAS, H
Stichwörter: 7-DEAZA-2'-DEOXYADENOSINE; ANALOGS; ANTIVIRAL ACTIVITY; Chemistry; Chemistry, Multidisciplinary; INHIBITORS; NOE DIFFERENCE SPECTROSCOPY; NUCLEOSIDE; OLIGONUCLEOTIDES; PHASE-TRANSFER GLYCOSYLATION; REPLACING DA; TUBERCIDIN
Erscheinungsdatum: 1994
Herausgeber: NEW SWISS CHEMICAL SOC
Journal: HELVETICA CHIMICA ACTA
Volumen: 77
Ausgabe: 4
Startseite: 897
Seitenende: 903
Zusammenfassung: 
The synthesis of the 7-deaza-2'-deoxy-adenine derivatives 7b-d with chloro, bromo, or methyl substituents at C(5) is described. Glycosylation of the 5-substituted 4-chloropyrrolo[2,3-d]pyrimidines 4b-d with 2-deoxy-3,5-di-O-(4-toluoyl)-alpha -D-erythro-pentofuranosyl chloride (3) gave the beta-D-nucleosides 5b-d, exclusively. They were deblocked (-->6b-d) and converted into the tubercidin derivatives 7b-d.
ISSN: 0018019X
DOI: 10.1002/hlca.19940770403

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