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CS-W001157 4
Total: USD 88.00

5-Bromo-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

  • CAS No. 957-75-5

  • Cat. No. CS-W009879
  • Molecule weight323.10
  • Purity≥97%
  • MDL No.MFCD00006528

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

5-Bromo-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione|CS-W009879

Structure of 957-75-5

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General Information

  • CAS No. 957-75-5
  • Cat. No. CS-W009879
  • Purity ≥97%
  • MDL No. MFCD00006528
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁BrN₂O₆
  • Molecular Weight 323.10
  • Synonym(s) None
  • SMILES O=C(NC(C(Br)=C1)=O)N1[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O

Description

5-Bromouridine integrates seamlessly into RNA during synthesis, enabling site-specific labeling and detection. This nucleoside analog features a bromine atom at the 5-position of the uracil ring, enhancing its reactivity for downstream conjugation and facilitating studies in RNA dynamics, structure, and function under standard conditions.

Synthesis

  • Route1
    • 1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione Molnupiravir Impurity|CS-0616057
      58-96-8
    • ~97%
    • In-stock
      5-Bromo-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione|CS-W009879
      957-75-5

    References

    • Kumar; Wiebe; Knaus Canadian Journal of Chemistry, 1994 , vol. 72, # 9 p. 2005 - 2010
  • Route2
    • null|null
      105659-31-2
    • ~85%
    • In-stock
      5-Bromo-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione|CS-W009879
      957-75-5

    References

    • Asakura, Jun-ichi; Robins, Morris J. Journal of Organic Chemistry, 1990 , vol. 55, # 16 p. 4928 - 4933
  • Route3
    • 1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione Molnupiravir Impurity|CS-0616057
      58-96-8
    • ~58%
    • In-stock
      5-Bromo-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione|CS-W009879
      957-75-5
    • null|null
      114743-19-0

    References

    • Synthesis, , vol. No. 9, p. 829 - 831

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   124.78
  • LogP   -2.0894
  • H_Acceptors   7
  • H_Donors   4
  • Rotatable_Bonds   2

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