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CS-W001157 4
Total: USD 88.00

(S)-(Tetrahydrofuran-3-yl)methanol

  • CAS No. 124391-75-9

  • Cat. No. CS-0053251
  • Purity≥95%
  • MDL No.MFCD17015961

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

(S)-(Tetrahydrofuran-3-yl)methanol|CS-0053251

Structure of 124391-75-9

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General Information

  • CAS No. 124391-75-9
  • Cat. No. CS-0053251
  • Purity ≥95%
  • MDL No. MFCD17015961
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₁₀O₂
  • Molecular Weight 102.13
  • Synonym(s) (S)-Tetrahydrofuran-3-ylmethanol
  • SMILES OC[C@@H]1CCOC1

Description

(S)-(Tetrahydrofuran-3-yl)methanol is a chiral building block featuring a hydroxymethyl group attached to the tetrahydrofuran ring. This configuration enables stereoselective transformations in synthetic routes, particularly in medicinal chemistry and natural product synthesis. The molecule combines high stability with predictable reactivity, facilitating efficient incorporation into complex molecular architectures under standard conditions.

Application

(S)-(Tetrahydrofuran-3-yl)methanol serves as a chiral building block for synthesizing bioactive molecules, offering a rigid, stereodefined tetrahydrofuran ring with a pendant primary alcohol. Its bench-stable nature and compatibility with standard coupling and oxidation protocols enable efficient incorporation into complex intermediates. The molecule functions effectively in asymmetric synthesis, facilitating access to pharmaceutical scaffolds through predictable stereocontrol and orthogonal functionalization.

Synthesis

  • Route1

    References

    • EASTMAN CHEMICAL COMPANY Patent: EP1354881 A1, 2003 ; Location in patent: Page/Page column 6-7 ;
  • Route2
    • null|null
      1708-29-8
    • null|null
      201230-82-2
    • ~66%
    • In-stock
      Tetrahydrofuryl alcohol|CS-W004058
      97-99-4
    • In-stock
      (S)-(Tetrahydrofuran-3-yl)methanol|CS-0053251
      124391-75-9

    References

    • Wu, Lipeng; Fleischer, Ivana; Jackstell, Ralf; Profir, Irina; Franke, Robert; Beller, Matthias Journal of the American Chemical Society, 2013 , vol. 135, # 38 p. 14306 - 14312
  • Route3
    • null|null
      1191-99-7
    • null|null
      201230-82-2
    • ~66%
    • In-stock
      Tetrahydrofuryl alcohol|CS-W004058
      97-99-4
    • In-stock
      (S)-(Tetrahydrofuran-3-yl)methanol|CS-0053251
      124391-75-9

    References

    • Wu, Lipeng; Fleischer, Ivana; Jackstell, Ralf; Profir, Irina; Franke, Robert; Beller, Matthias Journal of the American Chemical Society, 2013 , vol. 135, # 38 p. 14306 - 14312

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

Quality Control

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Computational Chemistry Data

  • TPSA   29.46
  • LogP   0.0152
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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