Synthesis of bicyclo-DNA nucleosides with additional functionalization in the carbocyclic ring
| Autor: | Christian J. Leumann, Samuel Luisier |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2008 |
| Předmět: |
chemistry.chemical_classification
Antisense oligonucleotides Anomer Bicyclic molecule Chemistry Cyclopropanation Stereochemistry Tricyclo-dna Substituent Nucleosides General Medicine General Chemistry 500 Science Ring (chemistry) Furanose Thymine chemistry.chemical_compound 540 Chemistry 570 Life sciences biology Bicyclo-dna QD1-999 Nucleoside |
| Zdroj: | Luisier, Samuel; Leumann, Christian J. (2008). Synthesis of bicyclo-DNA nucleosides with additional functionalization in the carbocyclic ring. CHIMIA, 62(4), pp. 270-272. Bern: Schweizerische Chemische Gesellschaft 10.2533/chimia.2008.270 CHIMIA, Vol 62, Iss 4 (2008) |
| DOI: | 10.2533/chimia.2008.270 |
| Popis: | Two novel bicyclo nucleoside isomers carrying the base thymine in the furanose ring and an ester substituent in the carbocyclic ring were synthesized from a common bicyclic sugar precursor via a cyclopropanation/fragmentation pathway in nine steps. The relative configuration of the ester substituent in both isomers as well as the anomeric configuration in one nucleoside was determined by 1H-NMR difference NOE spectroscopy. |
| Databáze: | OpenAIRE |
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