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CS-W001157 4
Total: USD 88.00

5-(Hydroxymethyl)dihydrofuran-2(3H)-one

  • CAS No. 10374-51-3

  • Cat. No. CS-0113560
  • Purity≥97%
  • MDL No.MFCD00506240

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

5-(Hydroxymethyl)dihydrofuran-2(3H)-one|CS-0113560

Structure of 10374-51-3

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General Information

  • CAS No. 10374-51-3
  • Cat. No. CS-0113560
  • Purity ≥97%
  • MDL No. MFCD00506240
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₈O₃
  • Molecular Weight 116.12
  • Synonym(s) None
  • SMILES O=C1OC(CO)CC1

Description

5-(Hydroxymethyl)dihydrofuran-2(3H)-one features a reactive hydroxymethyl group appended to a labile dihydrofuranone scaffold, enabling direct functionalization in synthetic sequences. This bifunctional motif integrates seamlessly into complex molecule architectures, particularly in carbohydrate-inspired syntheses and bioactive compound derivatization.

Application

5-(Hydroxymethyl)dihydrofuran-2(3H)-one serves as a versatile synthon in medicinal chemistry, enabling efficient access to bioactive heterocycles through its reactive carbonyl and pendant hydroxymethyl group. The molecule exhibits good bench stability and facilitates selective transformations, including oxidation, derivatization, and cyclization reactions, making it valuable for constructing carbohydrate mimetics and core scaffolds in API development.

Synthesis

  • Route1
    • In-stock
      2-Iodoacetamide|CS-0020050
      144-48-9
    • null|null
      107-18-6
    • ~85%
    • In-stock
      5-(Hydroxymethyl)dihydrofuran-2(3H)-one|CS-0113560
      10374-51-3

    References

    • Yorimitsu, Hideki; Wakabayashi, Katsuyu; Shinokubo, Hiroshi; Oshima, Koichiro Tetrahedron Letters, 1999 , vol. 40, # 3 p. 519 - 522 Title/Abstract Full Text View citing articles Show Details Yorimitsu; Wakabayashi; Shinokubo; Oshima Bulletin of the Chemical Society of Japan, 2001 , vol. 74, # 10 p. 1963 - 1970
  • Route2
    • N-Methylpent-4-enamide|CS-0666768
      52565-61-4
    • ~35%
    • In-stock
      5-(Hydroxymethyl)dihydrofuran-2(3H)-one|CS-0113560
      10374-51-3

    References

    • Tellitu, Imanol; Urrejola, Andrea; Serna, Sonia; Moreno, Isabel; Herrero, M. Teresa; Dominguez, Esther; SanMartin, Raul; Correa, Arkaitz European Journal of Organic Chemistry, 2007 , # 3 p. 437 - 444
  • Route3
    • null|null
      64-69-7
    • null|null
      107-18-6
    • ~75%
    • In-stock
      5-(Hydroxymethyl)dihydrofuran-2(3H)-one|CS-0113560
      10374-51-3

    References

    • Yorimitsu; Wakabayashi; Shinokubo; Oshima Bulletin of the Chemical Society of Japan, 2001 , vol. 74, # 10 p. 1963 - 1970

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   -0.3157
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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