Improved Synthesis of 2′-Fluoro-2′-Deoxyadenosine and Synthesis and Carbon-13 NMR Spectrum of Its 3′,5′-Cyclic Phosphate Derivative1

@article{Uesugi1983ImprovedSO,
  title={Improved Synthesis of 2′-Fluoro-2′-Deoxyadenosine and Synthesis and Carbon-13 NMR Spectrum of Its 3′,5′-Cyclic Phosphate Derivative1},
  author={S. Uesugi and T. Kaneyasu and J. Matsugi and M. Ikehara},
  journal={Nucleosides, Nucleotides & Nucleic Acids},
  year={1983},
  volume={2},
  pages={373-385}
}
  • S. Uesugi, T. Kaneyasu, +1 author M. Ikehara
  • Published 1983
  • Chemistry
  • Nucleosides, Nucleotides & Nucleic Acids
  • Abstract Some improvements were made on synthetic method for 2′-fluoro-2′-deoxyadenosine (11). Thus 11 was obtained in an overall yield of 9.3% starting from adenosine. 2′-Fluoro-2′-deoxyadenosine 3′,5′-cyclic phosphate (13), an analogue of cAMP, was synthesized from 11. The carbon-13 NMR spectrum was measured. The sugar carbon signals can be unambiguously assigned since the C1′ C2′ and C3′ have different 13C-19F coupling constants. Comparison of the data with those of other 3′,5′-cyclic… CONTINUE READING
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