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CS-W001157 4
Total: USD 88.00

4-Phenyltetrahydro-2H-pyran-4-carboxylic acid

  • CAS No. 182491-21-0

  • Cat. No. CS-0038746
  • Purity≥98%
  • MDL No.None

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

4-Phenyltetrahydro-2H-pyran-4-carboxylic acid|CS-0038746

Structure of 182491-21-0

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General Information

  • CAS No. 182491-21-0
  • Cat. No. CS-0038746
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₄O₃
  • Molecular Weight 206.24
  • Synonym(s) 4-Carboxy-4-phenyltetrahydro-2H-pyran
  • SMILES C1=CC=C(C=C1)C2(CCOCC2)C(=O)O

Description

This bench-stable, moisture-tolerant carboxylic acid features a tetrahydropyran core functionalized with a phenyl group at the 4-position, enabling direct integration into complex molecular architectures. The electron-rich heterocycle and pendant aryl moiety facilitate coupling reactions under standard conditions, delivering high yields in synthetic sequences requiring robust, well-defined building blocks.

Application

4-Phenyltetrahydro-2H-pyran-4-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocyclic scaffolds. Its pendant carboxylic acid group facilitates straightforward derivatization, while the tetrahydropyran ring provides conformational rigidity and metabolic stability. The phenyl substituent enhances π-stacking potential and contributes to favorable lipophilic interactions. This compound exhibits good bench stability and is compatible with standard coupling reactions, making it well-suited for iterative synthesis campaigns in API development.

Synthesis

  • Route1

    References

    • Chemische Berichte, , vol. 74, p. 1433,1449
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      4-Phenyltetrahydro-2H-pyran-4-carboxylic acid|CS-0038746
      182491-21-0

    References

    • US2242575 , ; DE682078 , ;
  • Route3
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      140-29-4
    • ~%
    • In-stock
      4-Phenyltetrahydro-2H-pyran-4-carboxylic acid|CS-0038746
      182491-21-0

    References

    • Chemische Berichte, , vol. 74, p. 1433,1449

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   1.8194
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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