Abstract
Abstract Dinucleoside phosphorochloridite was synthesized from phosphorus trichloride and three nucleoside analogs, 3′-fluoro-2′,3′-dideoxythymidine (FLT), 2′,3′-dideoxy-5-fluoro-3′-thiacytidine (FTC), and 2′,3′-dideoxy-3′-thiacytidine (3TC), in a multistep synthesis. Polymer-bound N-Boc p-acetoxybenzyl 5′-O-2′-deoxythymidine was reacted with dinucleoside phosphorochloridite in the presence of 2,6-lutidine, followed by the reaction with dodecyl alcohol and 5-(ethylthio)-1H-tetrazole, oxidation with tert-butyl hydroperoxide, and acidic cleavage, respectively, to afford the β-triphosphotriester derivatives containing three different nucleosides.
Original language | English (US) |
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Article number | 46039 |
Pages (from-to) | 2247-2250 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 56 |
Issue number | 17 |
DOIs | |
State | Published - Apr 22 2015 |
Externally published | Yes |
Keywords
- Fatty chains
- Nucleosides
- Nucleotides
- Pronucleotides
- Triphosphotriesters
ASJC Scopus subject areas
- Biochemistry
- Organic Chemistry
- Drug Discovery