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CS-W001157 4
Total: USD 88.00

(S)-Tetrahydrofuran-2-carboxylic acid

  • CAS No. 87392-07-2

  • Cat. No. CS-W004117
  • Purity≥97%
  • MDL No.MFCD00272639

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

(S)-Tetrahydrofuran-2-carboxylic acid|CS-W004117

Structure of 87392-07-2

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General Information

  • CAS No. 87392-07-2
  • Cat. No. CS-W004117
  • Purity ≥97%
  • MDL No. MFCD00272639
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₈O₃
  • Molecular Weight None
  • Synonym(s) Tetrahydrofurancarboxylicacid
  • SMILES OC(=O)[C@@H]1CCCO1

Description

(S)-Tetrahydrofuran-2-carboxylic acid is a chiral building block featuring a stereodefined tetrahydrofuran ring fused to a carboxylic acid group. This configuration enables selective incorporation into bioactive molecules, particularly in peptide mimetics and kinase inhibitors. The molecule exhibits enhanced solubility in polar solvents and stability under standard bench conditions, facilitating its use in synthetic sequences requiring precise stereocontrol.

Application

(S)-Tetrahydrofuran-2-carboxylic acid serves as a valuable chiral building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and peptide mimetics. Its well-defined stereochemistry and functional group compatibility facilitate efficient derivatization in standard coupling and transformation protocols. The molecule exhibits good bench stability and is readily purified by recrystallization or chromatography, making it suitable for scalable synthetic applications.

Synthesis

  • Route1

    References

    • Tetrahedron: Asymmetry, , vol. 4, # 4 p. 617 - 620
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 38, # 15 p. 2830 - 2841
  • Route3

    References

    • Tetrahedron Asymmetry, , vol. 14, # 10 p. 1385 - 1391

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H314
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P304+P340-P330-P363-P405-P501

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   0.25
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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