Nucleosides and Nucleotides · 1993 · 25 citations · 8 references
Utilizes CytidineRibonucleotide Diphosphate ReductaseBiochemistryPotent InhibitorImproved SynthesisMedicineNatural SciencesOligonucleotideMolecular BiologyFluorous SynthesisOrganic ChemistryPharmacologyProtein SynthesisSynthetic ChemistryBiomolecular EngineeringDrug DiscoveryNew Route
Abstract An improved synthesis of 1 is reported that utilizes cytidine as starting material and incorporates the stereospecific method to fluoro olefins as in the original process. The new route is five steps, compared to the seven step original procedure, with an overall yield of 29%. Several intermediates are crystalline and readily purified.
8
James R. McCarthy, Donald P. Matthews, David M. Stemerick et al. · Journal of the American Chemical Society · 1991 · 194 citations
Pharmaceutical Science, Bioorganic Chemistry, Aldo-keto Reductase +20
A new route to vinyl fluorides
James R. McCarthy, Donald P. Matthews, M. L. EDWARDS et al. · Tetrahedron Letters · 1990 · 89 citations
Akira Matsuda, Hiroko Itoh, Kenji Takenuki et al. · Chemical and Pharmaceutical Bulletin · 1988 · 59 citations · Full text