Synthesis of a novel C-nucleoside, 2-amino-7-(2-deoxy-β-D-erythro- pentofuranosyl)-3H,5H-pyrrolo-[3,2-d]pyrimidin-4one (2'-deoxy-9- deazaguanosine)

Article abstract of DOI:10.1080/15257779908043082

A synthesis of the C-nucleoside, 2-amino-7-(2-deoxy-β-D- erythropentofuranosyl)-3H,5H-pyrrolo[3,2-d]pyrimidin-4-one (9-deaza-2'- deoxyguanosine) was achieved starting from 2-amino-6-methyl-3H-pyrimidin-4- one (5) and methyl 2-deoxy-3,5-di-O-(p-nitrobenzoyl)-D-erythro-pento- furanoside (11). The anomeric configuration of the C-nucleoside was established by ¹H NMR, NOEDS and ROESY. This C-nucleoside did not inhibit the growth of T-cell lymphoma cells.

Full text of DOI:10.1080/15257779908043082

Nucleosides and Nucleotides
ISSN: 0732-8311 (Print) (Online) Journal homepage: http://www.tandfonline.com/loi/lncn19
Synthesis of a Novel C-Nucleoside, 2-Amino-7-
(2-deoxy-β- D-erythro-pentofuranosyl)-3H,5H-
pyrrolo-[3,2-d]pyrimidin-4-one (2′-Deoxy-9-
deazaguanosine)
Eric S. Gibson , Krystyna Lesiak , Kyoichi A. Watanabe , Lorraine J. Gudas &
Krzysztof W. Pankiewicz
To cite this article: Eric S. Gibson , Krystyna Lesiak , Kyoichi A. Watanabe , Lorraine J. Gudas &
Krzysztof W. Pankiewicz (1999) Synthesis of a Novel C-Nucleoside, 2-Amino-7-(2-deoxy-β- D-
erythro-pentofuranosyl)-3H,5H-pyrrolo-[3,2-d]pyrimidin-4-one (2′-Deoxy-9-deazaguanosine),
Nucleosides and Nucleotides, 18:3, 363-376, DOI: 10.1080/15257779908043082
To link to this article: http://dx.doi.org/10.1080/15257779908043082
Published online: 04 Oct 2006.
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Date: 17 December 2015, At: 23:37