Stereospecific synthesis of 2′-deoxy pyrimidine and 5,6-dihydro 5-hydroxy thymidine nucleosides
✍ Scribed by Palle V.P. Pragnacharyulu; Elie Abushanab
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 192 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0040-4039
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Nucleoside analogues containing a 2-deoxy-l,5-anhydro-D-mannitol and a pyrimidine base moiety were synthesized starting from D-glucose via a nucleophilie opening of an epoxide with the heterocyelic base and an inversion of configuration at the 3'-position. Study of the conformation of these molecule
A novel phosphoramidite (9) has been synthesized and shown to be an efficient coupling reagent for the synthesis ofoligonucleotide fragments containing the modified base 5,6-dihydro-5-azacytosine. With a model dihydro-5\_azacytosine/thymine dimer (z), oxidation of the dihydrotriazine ring to the aro
Sonogashira coupling of 5-iodo-1-methyluracil or 5%-O-TBDMS-5-iodo-2%,3%-O-isopropylideneuridine with alkynes gave 5-(alkyn-1-yl) derivatives that underwent 6-lithiation/iodination to give 5-(alkyn-1-yl)-6iodo-(1-methyluracil or uridine) intermediates (57-80%). Coupling of the 5-(alkyn-1-yl)-6-iodo