Rapid access to 2'-branched-carbocyclic nucleosides and their 4'-epimers from 2-alkyl-cyclopentene-1-ones.
2-Methyl-2-cyclopentene-1-one was used as starting material in a novel route toward 2'-branchedcarbocyclic nucleosides. This methodology was efficiently adapted to the preparation of 4'-epicarbocycles. A series of this new class of molecules was synthesized as potential antiviral compounds.
Meillon
J C
JC
Laboratoire Coopératif Idenix-CNRS, Université Montpellier II, Montpellier Cedex 5, France.
Griffe
L
L
Storer
R
R
Gosselin
G
G
D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002626:Chemistry, Pharmaceutical / Q000379:methods; D003517:Cyclopentanes / Q000737:chemistry*; D015195:Drug Design; D004852:Epoxy Compounds / Q000737:chemistry; D007659:Ketones / Q000737:chemistry; D008956:Models, Chemical; D008967:Molecular Biology / Q000379:methods; D009705:Nucleosides / Q000737:chemistry*; D010422:Pentanones / Q000737:chemistry; D011741:Pyrimidine Nucleosides / Q000737:chemistry; D013696:Temperature
D000998:Antiviral Agents; D003517:Cyclopentanes; D004852:Epoxy Compounds; D007659:Ketones; D009705:Nucleosides; D010422:Pentanones; D011741:Pyrimidine Nucleosides; C057461:1-pentene-3-one