Nucleosides 137. Synthetic modifications at the 2′-position of pyrrolo[3,2-d]pyrimidine and thieno[3,2-d]pyrimidine c-nucleosides. Synthesis of “2′-deoxy-9-deazaadenosine” and of “9-deaza ara-A.” Journal Article


Authors: Rao, K. V. B.; Ren, W. Y.; Burchenal, J. H.; Klein, R. S.
Article Title: Nucleosides 137. Synthetic modifications at the 2′-position of pyrrolo[3,2-d]pyrimidine and thieno[3,2-d]pyrimidine c-nucleosides. Synthesis of “2′-deoxy-9-deazaadenosine” and of “9-deaza ara-A.”
Abstract: The syntheses and preliminary biological evaluation of several novel pyrrolo[3,2-d]pyrimidine and thieno[3,2-d]pyrimidine C-nucleosides incorporating the arabinofuranosyl or 2′-deoxyribofuranosyl sugar moiety are described. The 2′-deoxy thieno[3,2-d]pyrimidine C-3H nucleosides (15 and 16) were obtained from 7-(β-D-ribofuranosyl)-4-oxo-3H-thieno[3,2-d]pyrimidine (3) and its 4-SMe derivative 8. “2′-Deoxy-9- deazaadenosine” (31), “9-Deaza ara -A” (38) and the 2′-substituted arabinosyl pyrrolo[3,2-d]pyrimidine C-nucleosides (42–44) were synthesized from 4-amino-7-(2,3-O-isopropylidene-5-O-trityl-β-D-ribo-furanosyl)-5H-pyrrolo[3,2-d]pyrimidine (21). © 1986, Taylor & Francis Group, LLC. All rights reserved.
Keywords: nonhuman; mouse; in vitro study; drug screening; drug synthesis; drug cytotoxicity; nuclear magnetic resonance; drug identification; intoxication; drug comparison; new drug; leukemia l 1210; c nucleoside; 9 deazadeoxyadenosine; blood and hemopoietic system; drug analysis; p 815 cell; 9 deazaadenosine; 9 deazavidarabine; pyrrolo[3,2 d]pyrimidine derivative
Journal Title: Nucleosides & Nucleotides
Volume: 5
Issue: 5
ISSN: 0732-8311
Publisher: Taylor & Francis Inc.  
Date Published: 1986-01-01
Start Page: 539
End Page: 569
Language: English
DOI: 10.1080/07328318608068696
PROVIDER: scopus
DOI/URL:
Notes: Article -- Export Date: 18 August 2021 -- Source: Scopus
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  1. Robert S. Klein
    16 Klein