SYNTHESIS OF 6-SUBSTITUTED PURINE N-7-(2-DEOXY-BETA-D-RIBONUCLEOSIDES) VIA ANION GLYCOSYLATION AND ANOMERIZATION DURING THE N-7/N-9-GLYCOSYL TRANSFER

DC FieldValueLanguage
dc.contributor.authorSEELA, F
dc.contributor.authorWINTER, H
dc.date.accessioned2021-12-23T16:02:32Z-
dc.date.available2021-12-23T16:02:32Z-
dc.date.issued1995
dc.identifier.issn15257770
dc.identifier.urihttps://osnascholar.ub.uni-osnabrueck.de/handle/unios/5468-
dc.description.abstractThe synthesis of the 7-(2-deoxy-beta-D-erythro-pentofuranosyl) adenine (Ib) as well as the corresponding hypoxanthine- and purine nucleosides 3 and 4 is described employing the stereoselective nucleobase anion glycosylation. The N-7/N-9- isomer distribution of the 6-substituted purine (2-deoxyribonucleosides) depends on 6-substituent. Glycosyl transfer of 8a resulted in anomerization and yielded a mixture of the anomeric 6-methoxypurine N-9-(2-deoxy-D-ribonucleosides) 7a/7d. The preferred glycosylic bond conformation of purine N-7-(2-deoxyribonucleosides) is anti.
dc.language.isoen
dc.publisherTAYLOR & FRANCIS INC
dc.relation.ispartofNUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS
dc.subject2'-DEOXYRIBONUCLEOSIDES
dc.subjectACID RELATED-COMPOUNDS
dc.subjectANALOGS
dc.subjectBiochemistry & Molecular Biology
dc.subjectCONVERSION
dc.subjectNOE DIFFERENCE SPECTROSCOPY
dc.subjectNUCLEOSIDES
dc.subjectOLIGODEOXYRIBONUCLEOTIDES
dc.subjectPHASE-TRANSFER GLYCOSYLATION
dc.subjectSODIUM-SALT GLYCOSYLATION
dc.subjectSTABILITY
dc.titleSYNTHESIS OF 6-SUBSTITUTED PURINE N-7-(2-DEOXY-BETA-D-RIBONUCLEOSIDES) VIA ANION GLYCOSYLATION AND ANOMERIZATION DURING THE N-7/N-9-GLYCOSYL TRANSFER
dc.typejournal article
dc.identifier.doi10.1080/15257779508014658
dc.identifier.isiISI:A1995QH85000011
dc.description.volume14
dc.description.issue1-2
dc.description.startpage129
dc.description.endpage142
dc.identifier.eissn15322335
dc.publisher.place530 WALNUT STREET, STE 850, PHILADELPHIA, PA 19106 USA
dcterms.isPartOf.abbreviationNucleosides Nucleotides Nucleic Acids
Show simple item record

Page view(s)

2
Last Week
0
Last month
0
checked on Apr 12, 2024

Google ScholarTM

Check

Altmetric