A Convenient Synthesis of N,N′-dibenzyl-2,4-diaminopyrimidine-2′-deoxyribonucleoside and 1-Methyl-2′-Deoxypseudoisocytidine

@article{Wellington2009ACS,
  title={A Convenient Synthesis of N,N′-dibenzyl-2,4-diaminopyrimidine-2′-deoxyribonucleoside and 1-Methyl-2′-Deoxypseudoisocytidine},
  author={Kevin W Wellington and H. Ooi and S. Benner},
  journal={Nucleosides, Nucleotides & Nucleic Acids},
  year={2009},
  volume={28},
  pages={275 - 291}
}
The syntheses of N,N′-dibenzyl-2,4-diaminopyrimidine-2′-deoxyribonucleoside and 1-methyl-2′-deoxypseudoisocytidine via Heck coupling are described. A survey of the attempts to use the Heck coupling to synthesize N,N′-dibenzyl-2,4-diaminopyrimidine-2′-deoxyribonucleoside is provided, indicating a remarkable diversity in outcome depending on the specific heterocyclic partner used. 
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References

SHOWING 1-10 OF 34 REFERENCES
An efficient and stereospecific synthesis of novel pyrazine cnucleosides
  • 15
Fluorescent charge-neutral analogue of xanthosine: synthesis of a 2'-deoxyribonucleoside bearing a 5-aza-7-deazaxanthine base.
  • 26
  • PDF
Expanding the genetic alphabet: non-epimerizing nucleoside with the pyDDA hydrogen-bonding pattern.
  • 45
  • PDF
An HIV reverse transcriptase-selective nucleoside chain terminator.
  • 24
Amination, III. Trimethylsilanol as Leaving Group, V. Silylation—Amination of Hydroxy N-Heterocycles
  • 43
Unnatural base pairs for specific transcription
  • 74
  • PDF
Debenzylation of N-Benzylamino Derivatives by Catalytic Transfer Hydrtyation With Ammonium Formate
  • 56
Use of pK(a) differences to enhance the formation of base triplets involving C-G and G-C base pairs.
  • 23
Novel benzopyrimidines as widened analogues of DNA bases.
  • 60
Replication of the base pair 6-thioguanine/5-methyl-2-pyrimidine with the large Klenow fragment of Escherichia coli DNA polymerase I.
  • 33
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