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CS-W001157 4
Total: USD 88.00

(R)-Tetrahydrofuran-2-carboxylic acid

  • CAS No. 87392-05-0

  • Cat. No. CS-W005223
  • Purity≥95%
  • MDL No.MFCD00211271

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

(R)-Tetrahydrofuran-2-carboxylic acid|CS-W005223

Structure of 87392-05-0

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General Information

  • CAS No. 87392-05-0
  • Cat. No. CS-W005223
  • Purity ≥95%
  • MDL No. MFCD00211271
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₈O₃
  • Molecular Weight 116.12
  • Synonym(s) (R)-(+)-Tetrahydrofuran-2-carboxylic acid
  • SMILES O=C([C@@H]1OCCC1)O

Description

(R)-Tetrahydrofuran-2-carboxylic acid is a chiral building block featuring a stereodefined carboxylic acid group fused to a saturated five-membered ring. This configuration enables selective incorporation into bioactive molecules, particularly in medicinal chemistry and asymmetric synthesis. The molecule exhibits enhanced stability under standard handling conditions and facilitates efficient derivatization for downstream applications.

Application

(R)-Tetrahydrofuran-2-carboxylic acid serves as a valuable chiral building block in synthetic organic chemistry, enabling the construction of biologically relevant heterocyclic scaffolds. Its well-defined stereochemistry and functional group compatibility facilitate efficient incorporation into peptide mimetics and medicinal chemistry libraries. The compound exhibits excellent bench stability and is readily utilized in standard coupling and derivatization reactions, supporting scalable synthesis workflows.

Synthesis

  • Route1
    • null|null
      1152061-22-7
    • ~84%
    • In-stock
      (R)-Tetrahydrofuran-2-carboxylic acid|CS-W005223
      87392-05-0

    References

    • Sebek, Michael; Holz, Jens; Boerner, Armin; Jaehnisch, Klaus Synlett, 2009 , # 3 p. 461 - 465
  • Route2

    References

    • Tetrahedron: Asymmetry, , vol. 4, # 4 p. 617 - 620
  • Route3

    References

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

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3265
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H314
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P304+P340-P330-P363-P405-P501

Quality Control

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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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