Synthesis of L-ribofuranosyl C-nucleosides.
C-Nucleosides, 4-amino-8-(beta-L-ribofuranosyl)pyrazolo[1, 5-a]-1,3,5-triazine (12) and 4-amino-7-(beta-L-ribofuranosyl)-5H-pyrrolo[3,2-d]pyrimidine (L-9-deazaadenosine, 22), were synthesized from the key intermediate, 3-dimethylamino-2-(2,3-O-isopropylidene-5-O-trityl-L-ribofuranosyl) acrylonitrile (8), which was prepared from L-xylose in 11 steps.
Liang
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Department of Medicinal Chemistry, College of Pharmacy, University of Georgia, Athens 30602, USA.
Ma
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Cooperwood
J S
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Du
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Chu
C K
CK
D019380:Anti-HIV Agents / Q000627:therapeutic use; D000970:Antineoplastic Agents / Q000627:therapeutic use*; D000998:Antiviral Agents / Q000627:therapeutic use*; D002460:Cell Line; D006509:Hepatitis B / Q000188:drug therapy; D015394:Molecular Structure; D012263:Ribonucleosides / Q000138:chemical synthesis*; D014372:Tubercidin / Q000031:analogs & derivatives* / Q000627:therapeutic use
D019380:Anti-HIV Agents; D000970:Antineoplastic Agents; D000998:Antiviral Agents; C110006:L APTR; D012263:Ribonucleosides; C038031:9-deazaadenosine; D014372:Tubercidin