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CS-W001157 4
Total: USD 88.00

3,4-Dihydro-2H-pyran-5-carboxylic acid

  • CAS No. 40915-37-5

  • Cat. No. CS-W001843
  • Purity≥97%
  • MDL No.MFCD06203171

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

3,4-Dihydro-2H-pyran-5-carboxylic acid|CS-W001843

Structure of 40915-37-5

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General Information

  • CAS No. 40915-37-5
  • Cat. No. CS-W001843
  • Purity ≥97%
  • MDL No. MFCD06203171
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈O₃
  • Molecular Weight 128.13
  • Synonym(s) 3,4-DIHYDRO-2H-PYRAN-5-CARBOXYLICACID 5G
  • SMILES OC(=O)C1=COCCC1

Description

This dihydropyran carboxylic acid features a labile five-membered ring system that facilitates selective functionalization at the C5 position. The pendant carboxylic acid group enables direct conjugation or derivatization, while the saturated pyran core offers enhanced stability compared to aromatic analogs. Ideal for modular synthesis in medicinal chemistry and polymer side-chain engineering under standard conditions.

Application

3,4-Dihydro-2H-pyran-5-carboxylic acid serves as a versatile building block in synthetic organic chemistry, enabling efficient access to oxygen-containing heterocycles and functionalized carbocycles. Its carboxylic acid group facilitates direct derivatization, while the dihydropyran scaffold offers excellent stability and compatibility with standard coupling reactions. This compound functions as a key intermediate in the synthesis of complex natural products and pharmaceutical candidates, particularly those requiring stereocontrolled ring formation or protected polyol motifs.

Synthesis

  • Route1
    • null|null
      110-87-2
    • null|null
      79-37-8
    • ~77%
    • In-stock
      3,4-Dihydro-2H-pyran-5-carboxylic acid|CS-W001843
      40915-37-5

    References

    • Schmidt, Bernd; Werner, Frank; Kelling, Alexandra; Schildeb, Uwe Journal of Heterocyclic Chemistry, 2010 , vol. 47, # 5 p. 1171 - 1175
  • Route2
    • 5-Bromo-3,4-dihydro-2H-pyran|CS-0567740
      26274-19-1
    • null|null
      201230-82-2
    • ~13%
    • In-stock
      3,4-Dihydro-2H-pyran-5-carboxylic acid|CS-W001843
      40915-37-5
    • In-stock
      Methyl 3,4-dihydro-2h-pyran-5-carboxylate|CS-0199632
      86971-83-7

    References

    • Marchal, Joel; Bodiguel, Jacques; Fort, Yves; Caubere, Paul Journal of Organic Chemistry, 1995 , vol. 60, # 26 p. 8336 - 8340
  • Route3
    • 5-Bromo-3,4-dihydro-2H-pyran|CS-0567740
      26274-19-1
    • null|null
      67-56-1
    • null|null
      201230-82-2
    • ~13%
    • In-stock
      3,4-Dihydro-2H-pyran-5-carboxylic acid|CS-W001843
      40915-37-5
    • In-stock
      Methyl 3,4-dihydro-2h-pyran-5-carboxylate|CS-0199632
      86971-83-7

    References

    • Marchal, Joel; Bodiguel, Jacques; Fort, Yves; Caubere, Paul Journal of Organic Chemistry, 1995 , vol. 60, # 26 p. 8336 - 8340

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   46.53
  • LogP   0.7653
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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