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CS-W001157 4
Total: USD 88.00

(R)-Tetrahydrofuran-3-carboxylic acid

  • CAS No. 66838-42-4

  • Cat. No. CS-W006196
  • Purity≥95%
  • MDL No.MFCD07369940

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

(R)-Tetrahydrofuran-3-carboxylic acid|CS-W006196

Structure of 66838-42-4

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General Information

  • CAS No. 66838-42-4
  • Cat. No. CS-W006196
  • Purity ≥95%
  • MDL No. MFCD07369940
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₈O₃
  • Molecular Weight None
  • Synonym(s) (R)-Tetrahydro-3-furoic acid
  • SMILES O=C([C@H]1COCC1)O

Description

(R)-Tetrahydrofuran-3-carboxylic acid is a chiral building block featuring a stereodefined tetrahydrofuran ring fused to a carboxylic acid moiety. This configuration enables selective incorporation into bioactive molecules, particularly in medicinal chemistry and asymmetric synthesis. The compound exhibits enhanced solubility in polar solvents and stability under standard bench conditions, facilitating its use in multi-step synthetic sequences.

Application

(R)-Tetrahydrofuran-3-carboxylic acid serves as a chiral building block for medicinal chemistry and catalytic synthesis, offering high enantiomeric purity and stability under standard reaction conditions. Its carboxylic acid functionality enables direct derivatization into amides, esters, or acyl chlorides, while the tetrahydrofuran ring provides structural rigidity and favorable solubility. The compound functions reliably in asymmetric synthesis, peptide coupling, and heterocycle formation workflows.

Synthesis

  • Route1
    • Benzyl (R)-tetrahydrofuran-3-carboxylate|CS-0495352
      130193-89-4
    • ~%
    • In-stock
      (R)-Tetrahydrofuran-3-carboxylic acid|CS-W006196
      66838-42-4

    References

    • US2013/165436 A1, ; Paragraph 0806; 0807; 0808 ;
  • Route2

    References

    • Song, Song; Zhu, Shou-Fei; Pu, Liu-Yang; Zhou, Qi-Lin Angewandte Chemie - International Edition, 2013 , vol. 52, # 23 p. 6072 - 6075 Angew. Chem., 2013 , vol. 125, # 23 p. 6188 - 6191
  • Route3
    • null|null
      191347-92-9
    • ~%
    • In-stock
      (R)-Tetrahydrofuran-3-carboxylic acid|CS-W006196
      66838-42-4

    References

    • Journal of Organic Chemistry, , vol. 62, # 13 p. 4285 - 4292

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H319
Precautionary Statements : P264-P280-P305+P351+P338-P337+P313

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   0.1075
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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