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CS-W001157 4
Total: USD 88.00

Tetrahydro-2H-thiopyran-4-carboxylic acid

  • CAS No. 89489-53-2

  • Cat. No. CS-0045869
  • Purity≥95%
  • MDL No.MFCD09879921

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

Tetrahydro-2H-thiopyran-4-carboxylic acid|CS-0045869

Structure of 89489-53-2

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General Information

  • CAS No. 89489-53-2
  • Cat. No. CS-0045869
  • Purity ≥95%
  • MDL No. MFCD09879921
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₀O₂S
  • Molecular Weight None
  • Synonym(s) 2H-Thiopyran-4-carboxylicacid,tetrahydro-(9CI)
  • SMILES O=C(C1CCSCC1)O

Description

Tetrahydro-2H-thiopyran-4-carboxylic acid features a saturated thiacyclic core with a carboxylic acid group at the 4-position, offering a polar, bench-stable scaffold for synthetic applications. The sulfur atom enhances solubility and provides a site for selective functionalization. This moiety integrates readily into bioactive molecule design, particularly in medicinal chemistry campaigns targeting metabolic stability and membrane permeability.

Application

Tetrahydro-2H-thiopyran-4-carboxylic acid serves as a versatile chiral building block for medicinal chemistry and natural product synthesis. Its rigid heterocyclic framework provides defined stereochemistry, while the carboxylic acid functionality enables straightforward derivatization via amide, ester, or acyl chloride formation. The molecule exhibits excellent bench stability and facilitates orthogonal functional group manipulation, making it well-suited for multi-step synthetic sequences and API intermediate development.

Synthesis

  • Route1

    References

    • Straessler, Christoph; Linden, Anthony; Heimgartner, Heinz Helvetica Chimica Acta, 1997 , vol. 80, # 5 p. 1528 - 1551
  • Route2
    • Tetrahydro-2H-thiopyran-4-yl methanesulfonate|CS-1678189
      67139-90-6
    • ~96%
    • In-stock
      Tetrahydro-2H-thiopyran-4-carboxylic acid|CS-0045869
      89489-53-2

    References

    • Monsanto Company Patent: US5514801 A1, 1996 ; US 5514801 A
  • Route3

    References

    • Helvetica Chimica Acta, , vol. 80, # 5 p. 1528 - 1551

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   37.3
  • LogP   1.2142
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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