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CS-W001157 4
Total: USD 88.00

2′,2′-Difluorodeoxyuridine

  • CAS No. 114248-23-6

  • Cat. No. CS-0146489
  • Purity≥98%
  • MDL No.MFCD00871912

*For research and further manufacturing use only, not for direct human use.

2′,2′-Difluorodeoxyuridine|CS-0146489

Structure of 114248-23-6

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General Information

  • CAS No. 114248-23-6
  • Cat. No. CS-0146489
  • Purity ≥98%
  • MDL No. MFCD00871912
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀F₂N₂O₅
  • Molecular Weight 264.18
  • Synonym(s) dFdU; 2',2'-Difluoro-2'-deoxyuridine
  • SMILES O=C(N1)N([C@@H]2O[C@H](CO)[C@@H](O)C2(F)F)C=CC1=O

Description

Useful derivative for the synthesis of phosphoserine peptides by the Fmoc SPPS global phosphorylation methodology. Associated Protocols and Technical ArticlesCleavage and Deprotection Protocols for Fmoc SPPS

Application

2′,2′-Difluorodeoxyuridine serves as a key nucleoside building block for the synthesis of antiviral and anticancer agents. Its difluorinated sugar moiety enhances metabolic stability and facilitates incorporation into DNA, enabling targeted inhibition of viral polymerases and DNA replication enzymes. The compound exhibits robust bench stability and compatibility with standard phosphorylation and coupling protocols, making it a reliable intermediate in medicinal chemistry workflows involving nucleoside analogs.

Synthesis

  • Route1
    • 2’,2’-Difluoro-2’-deoxyuridine 3',5'-Dibenzoate|CS-0787777
      143157-27-1
    • ~94%
    • In-stock
      2′,2′-Difluorodeoxyuridine|CS-0146489
      114248-23-6

    References

    • ALIOS BIOPHARMA, INC.; Beigelman, Leonid; Wang, Guangyi; Smith, David Bernard; Deval, Jerome; Prhavc, Marija Patent: US2013/165400 A1, 2013 ; Location in patent: Paragraph 0420; 0421 ;
  • Route2
    • null|null
      1201895-94-4
    • ~91%
    • In-stock
      2′,2′-Difluorodeoxyuridine|CS-0146489
      114248-23-6

    References

    • Chou; Heath; Patterson; Poteet; Lakin; Hunt Synthesis, 1992 , # 6 p. 565 - 570
  • Route3

    References

    • US2013/165400 A1, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   104.55
  • LogP   -1.5775
  • H_Acceptors   6
  • H_Donors   3
  • Rotatable_Bonds   2

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