Fast and efficient microwave synthetic methods for some new 2(1H)-pyridone arabinosides
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Ibrahim M. Abdou
,
Nora M. Rateb
Abstract
Two series of novel 3-cyano-2-(2′′,3′′,4′′-tri-O-acetyl-β-D-arabinopyranosyloxy)pyridones 5a–h and 9a,b were synthesized. Microwave irradiation has been used to obtain these products in high yield under milder conditions by the reaction of 2(1H)-pyridone or its salt with an activated arabinose. The silyl method was used to obtain the same nuclesides 5a–h and 9a,b. Triethylamine was used to remove the acetyl protecting groups from the sugar moiety and to produce the free nucleosides 6a–h and 10a,b in 85–91% yield.
The authors wish to thank the Department of Chemistry, Faculty of Science, UAE University for support and the use of spectroscopic analysis facilities.
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©2012 Walter de Gruyter GmbH & Co. KG, Berlin/Boston
Artikel in diesem Heft
- Supplementary data
- Masthead
- Masthead
- Preliminary Communications
- Synthesis and molecular structure of (Z)-1H-purin-6-ylideneaminooxysulfonic acid: a possible secondary metabolite of adenine
- Design and synthesis of heterocyclic enamine derivatives based on skeleton of neonicotinoids
- Research Articles
- Reductive amination of 6-acetylpteridine to 6-N-arylaminoethylpteridine
- Efficient synthesis of selected phthalazine derivatives
- Synthesis of novel fluorescent 1,3,5-trisubstituted triazine derivatives and photophysical property evaluation of fluorophores and their BSA conjugates
- Fast and efficient microwave synthetic methods for some new 2(1H)-pyridone arabinosides
- Simple and efficient synthesis of novel N-dichloroacetyl-3,4-dihydro-2H-1,4-benzoxazines
- Palladium-catalyzed cascade reactions of benzyl halides with N,N-diallyl-p-toluenesulfonamide
- Iodine-catalyzed synthesis of 5-arylanthra[2,1-c][2,7]naphthyridine derivatives via three-component reaction
- One-pot synthesis of acenaphtho[1,2-b]pyrroles in the presence of supported ionic liquid catalyst
- Theoretical investigation on tautomerism and NBO analysis of 3-hydroxy-1,2,5-thiadiazole derivatives: solvent and substituent effects
Artikel in diesem Heft
- Supplementary data
- Masthead
- Masthead
- Preliminary Communications
- Synthesis and molecular structure of (Z)-1H-purin-6-ylideneaminooxysulfonic acid: a possible secondary metabolite of adenine
- Design and synthesis of heterocyclic enamine derivatives based on skeleton of neonicotinoids
- Research Articles
- Reductive amination of 6-acetylpteridine to 6-N-arylaminoethylpteridine
- Efficient synthesis of selected phthalazine derivatives
- Synthesis of novel fluorescent 1,3,5-trisubstituted triazine derivatives and photophysical property evaluation of fluorophores and their BSA conjugates
- Fast and efficient microwave synthetic methods for some new 2(1H)-pyridone arabinosides
- Simple and efficient synthesis of novel N-dichloroacetyl-3,4-dihydro-2H-1,4-benzoxazines
- Palladium-catalyzed cascade reactions of benzyl halides with N,N-diallyl-p-toluenesulfonamide
- Iodine-catalyzed synthesis of 5-arylanthra[2,1-c][2,7]naphthyridine derivatives via three-component reaction
- One-pot synthesis of acenaphtho[1,2-b]pyrroles in the presence of supported ionic liquid catalyst
- Theoretical investigation on tautomerism and NBO analysis of 3-hydroxy-1,2,5-thiadiazole derivatives: solvent and substituent effects
