2'-DEOXYISOGUANOSINE AND BASE-MODIFIED ANALOGS - CHEMICAL AND PHOTOCHEMICAL-SYNTHESIS
Autor(en): | KAZIMIERCZUK, Z MERTENS, R KAWCZYNSKI, W SEELA, F |
Stichwörter: | 2'-DEOXYRIBOFURANOSIDES; Chemistry; Chemistry, Multidisciplinary; DNA; ENZYMATIC INCORPORATION; GLYCOSYLATION; ISOGUANOSINE; NUCLEOBASE; PAIR; RNA | Erscheinungsdatum: | 1991 | Herausgeber: | NEW SWISS CHEMICAL SOC | Journal: | HELVETICA CHIMICA ACTA | Volumen: | 74 | Ausgabe: | 8 | Startseite: | 1742 | Seitenende: | 1748 | Zusammenfassung: | The synthesis of 2'-deoxyisoguanosine (2), and the pyrrolo[2,3-d]pyrimidine and pyrazolo[3,4-d]pyrimidine 2'-deoxyribonucleosides 3 and 4 is described. Condensation of the imidazole precursor 5 with benzoyl isocyanate followed by reaction with ammonia gave 2. Its N(7) regioisomer was obtained from 6. Compound 2 was also prepared by the photochemically induced conversion of 2-chloro- and 2-bromopurine 2'-deoxyribofuranosides 9a and 10, respectively, in aqueous solution. The photo reaction was further used for the synthesis of the compounds 3 and 4 starting with the amino-chloro-2'-deoxynucleosides 9b and 9c, respectively. |
ISSN: | 0018019X | DOI: | 10.1002/hlca.19910740816 |
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geprüft am 13.05.2024