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CS-W001157 4
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Methyl 5-hydroxyvalerate

  • CAS No. 14273-92-8

  • Cat. No. CS-0021769
  • Purity≥95%
  • MDL No.MFCD13689062

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

Methyl 5-hydroxyvalerate|CS-0021769

Structure of 14273-92-8

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General Information

  • CAS No. 14273-92-8
  • Cat. No. CS-0021769
  • Purity ≥95%
  • MDL No. MFCD13689062
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₂O₃
  • Molecular Weight 132.16
  • Synonym(s) Methyl 5-hydroxypentanoate
  • SMILES O=C(OC)CCCCO

Description

Methyl 5-hydroxyvalerate features a primary hydroxyl group flanked by a methyl ester, enabling direct functionalization in synthesis. This bifunctional structure supports efficient derivatization for polymer precursors and bioactive molecule scaffolds under standard conditions.

Application

Methyl 5-hydroxyvalerate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to γ-hydroxy esters and lactones through controlled cyclization. Its hydroxyl and ester functionalities exhibit excellent compatibility with standard protecting group strategies and facilitate downstream transformations such as selective derivatization, oxidation, or coupling reactions. The compound demonstrates good bench stability and is readily purified by distillation or chromatography, making it well-suited for use in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • ALNYLAM PHARMACEUTICALS, INC.; JAYAPRAKASH, Narayanannair, K.; KELIN, Alexander, V.; KANDASAMY, Pachamuthu; KALLANTHOTTATHIL, Rajeev, G.; MANOHARAN, Muthiah Patent: WO2014/25805 A1, 2014 ; Location in patent: Page/Page column 42; 43; 63; 64 ;
  • Route2

    References

    • Kai, Kenji; Takeuchi, Jun; Kataoka, Taichi; Yokoyama, Mineyuki; Watanabe, Naoharu Tetrahedron, 2008 , vol. 64, # 28 p. 6760 - 6769
  • Route3
    • In-stock
      Tetrahydro-2H-pyran-2-one|CS-W013713
      542-28-9
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      124-41-4
    • ~84%
    • In-stock
      Methyl 5-hydroxyvalerate|CS-0021769
      14273-92-8

    References

    • Marples, Brian A.; Saint, Christopher G.; Traynor, John R. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1986 , p. 567 - 574

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-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   46.53
  • LogP   0.322
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   4

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