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CS-W001157 4
Total: USD 88.00

Dimethyl 4-hydroxypyridine-2,6-dicarboxylate

  • CAS No. 19872-91-4

  • Cat. No. CS-0089805
  • Molecule weight211.17
  • Purity≥95%
  • MDL No.MFCD00185834

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

Dimethyl 4-hydroxypyridine-2,6-dicarboxylate|CS-0089805

Structure of 19872-91-4

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General Information

  • CAS No. 19872-91-4
  • Cat. No. CS-0089805
  • Purity ≥95%
  • MDL No. MFCD00185834
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉NO₅
  • Molecular Weight 211.17
  • Synonym(s) Dimethyl 4-oxo-1H-pyridine-2,6-dicarboxylate
  • SMILES O=C(C1=NC(C(OC)=O)=CC(O)=C1)OC

Description

Dimethyl 4-hydroxypyridine-2,6-dicarboxylate features a pyridine core with strategically positioned ester and hydroxyl groups, enabling selective functionalization in synthetic sequences. The electron-deficient ring facilitates nucleophilic substitution, while the hydroxyl moiety supports hydrogen bonding and solubility enhancements. This scaffold integrates readily into heterocyclic frameworks for medicinal chemistry applications.

Application

Dimethyl 4-hydroxypyridine-2,6-dicarboxylate serves as a versatile building block in synthetic organic chemistry, enabling the construction of pyridine-based heterocycles and bioactive scaffolds. The ortho-dicarbonyl functionality supports nucleophilic substitution, condensation, and metal-catalyzed coupling reactions. Its bench-stable nature and ease of purification make it suitable for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      Chelidamic acid|CS-W017065
      138-60-3
    • ~96%
    • In-stock
      Dimethyl 4-hydroxypyridine-2,6-dicarboxylate|CS-0089805
      19872-91-4

    References

    • Zeng, Tieqiang; Yang, Luo; Hudson, Reuben; Song, Gonghua; Moores, Audrey R.; Li, Chao-Jun Organic Letters, 2011 , vol. 13, # 3 p. 442 - 445
  • Route2
    • null|null
      67-56-1
    • In-stock
      4-Hydroxypyridine-2,6-dicarboxylic acid|CS-0166907
      499-51-4
    • ~82%
    • In-stock
      Dimethyl 4-hydroxypyridine-2,6-dicarboxylate|CS-0089805
      19872-91-4

    References

    • Tutughamiarso, Maya; Pisternick, Thorsten; Egert, Ernst Acta Crystallographica Section C: Crystal Structure Communications, 2012 , vol. 68, # 9 p. o344-o350
  • Route3

    References

    • Zhao, Huaiqing; Ong, Wei Qiang; Fang, Xiao; Zhou, Feng; Hii, Meng Ni; Li, Sam Fong Yau; Su, Haibin; Zeng, Huaqiang Organic and Biomolecular Chemistry, 2012 , vol. 10, # 6 p. 1172 - 1180

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

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Computational Chemistry Data

  • TPSA   85.72
  • LogP   0.3604
  • H_Acceptors   6
  • H_Donors   1
  • Rotatable_Bonds   2

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