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CS-W001157 4
Total: USD 88.00

Tetrahydropyran-4-yl-carboxylic acid

  • CAS No. 5337-03-1

  • Cat. No. CS-W002155
  • Purity≥96%
  • MDL No.MFCD00031016

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

Tetrahydropyran-4-yl-carboxylic acid|CS-W002155

Structure of 5337-03-1

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General Information

  • CAS No. 5337-03-1
  • Cat. No. CS-W002155
  • Purity ≥96%
  • MDL No. MFCD00031016
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₀O₃
  • Molecular Weight 130.14
  • Synonym(s) None
  • SMILES OC(=O)C1CCOCC1

Description

Tetrahydropyran-4-yl-carboxylic acid serves as a versatile protecting group precursor in synthetic organic chemistry. The tetrahydropyran ring provides stability under basic conditions while the carboxylic acid functionality enables selective derivatization. This combination facilitates orthogonal protection strategies in complex molecule synthesis, particularly valuable in carbohydrate and natural product chemistry.

Application

Tetrahydropyran-4-yl-carboxylic acid serves as a versatile protecting group for carboxylic acids, offering stability under a range of reaction conditions while enabling selective deprotection via acidolysis. Its tetrahydropyranyl moiety provides excellent orthogonality to other common protecting groups, facilitating sequential functionalization in complex molecule synthesis. The compound exhibits good bench stability and is readily purified by standard techniques, making it well-suited for use in medicinal chemistry and natural product synthesis workflows.

Synthesis

  • Route1

    References

    • Kim, In-Hae; Park, Yong-Kyu; Hammock, Bruce D.; Nishi, Kosuke Journal of Medicinal Chemistry, 2011 , vol. 54, # 6 p. 1752 - 1761
  • Route2
    • Dihydro-2H-pyran-4,4(3H)-dicarboxylic acid|CS-0033719
      5337-04-2
    • ~85%
    • In-stock
      Tetrahydropyran-4-yl-carboxylic acid|CS-W002155
      5337-03-1

    References

    • Straessler, Christoph; Linden, Anthony; Heimgartner, Heinz Helvetica Chimica Acta, 1997 , vol. 80, # 5 p. 1528 - 1551
  • Route3

    References

    • EP1577301 A1, ; Page/Page column 146-147 ;

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   0.4976
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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