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Synthesis, conformation analysis and biological evaluation of 2-(2,3-dideoxy--D-ribofuranosyl)pyridine-4-carboxamide
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| Author |
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| Abstract |
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| 2-(2,3-Dideoxy-beta-D-ribofuranosyl)pyridine-4-carboxamide (2) was synthesized starting from the protected sugar analogue (3). Coupling of this compound with 2-lithio-4-(4,5-dihydro-4,4-dimethyloxazol-2-yl)pyridine (4), subsequent mesylation, reduction, deprotection and ammonolysis gave (2) as an anomeric mixture. alpha/beta-Separation was done by semi preparative hplc on a Lichrosorb 10 RP 8 column. In addition 2D-NOESY nmr spectroscopy was used for the assignment of the alpha/beta-anomers of (2). High resolution H-1 nmr allowed us to do a conformation analysis of compound (beta-2). Finally the beta-anomer of (2) was evaluated for its biological activity. | | |
| Language |
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English
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| Source (journal) |
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Heterocycles. - Sendai | |
| Publication |
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Sendai : 1996
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| ISSN |
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0385-5414
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| Volume/pages |
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43:2(1996), p. 287-304
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| ISI |
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A1996TX45300005
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