Solid phase synthesis of carbocyclic l-2'-deoxynucleosides.
[reaction: see text] Carbocyclic L-2'deoxynucleosides 17 were synthesized on solid phase in four steps from the appropriately protected intermedate 11. The Mitsunobu reaction was used as a condensation method between the carbocyclic moiety and heterocyclic bases. The regioselectivity of the carbocyclic nucleosides was compared between the solid and solution phase syntheses.
Choo
H
H
Department of Pharmaceutical and Biomedical Sciences, College of Pharmacy, The University of Georgia, Athens, Georgia 30602-2352, USA.
Chong
Y
Y
Chu
C K
CK
D000409:Alanine / Q000031:analogs & derivatives / Q000302:isolation & purification* / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000138:chemical synthesis; D000998:Antiviral Agents / Q000138:chemical synthesis; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000302:isolation & purification* / Q000494:pharmacology*; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D009705:Nucleosides / Q000138:chemical synthesis*; D012997:Solvents / Q000494:pharmacology
D000970:Antineoplastic Agents; D000998:Antiviral Agents; D019086:Bridged Bicyclo Compounds, Heterocyclic; D009705:Nucleosides; D012997:Solvents; C438974:neodysiherbaine A; D000409:Alanine