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CS-W001157 4
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3-(Hydroxy(phenyl)phosphoryl)propanoic acid

  • CAS No. 14657-64-8

  • Cat. No. CS-0156062
  • Purity≥97%
  • MDL No.MFCD08704562

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

3-(Hydroxy(phenyl)phosphoryl)propanoic acid|CS-0156062

Structure of 14657-64-8

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General Information

  • CAS No. 14657-64-8
  • Cat. No. CS-0156062
  • Purity ≥97%
  • MDL No. MFCD08704562
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁O₄P
  • Molecular Weight 214.16
  • Synonym(s) 3-Hydroxyphenylphosphinyl-propanoic acid
  • SMILES C1=CC=C(C=C1)P(=O)(CCC(=O)O)O

Description

This phosphonate-containing carboxylic acid integrates a hydroxyarylphosphoryl group with a propanoic acid scaffold, offering a versatile handle for conjugation and metal chelation. The phosphoryl moiety enhances solubility and stability under physiological conditions, while the phenolic hydroxyl enables further derivatization. Designed for applications in bioconjugation and molecular probe development.

Application

3-(Hydroxy(phenyl)phosphoryl)propanoic acid serves as a versatile phosphonate-containing building block for the synthesis of bioactive heterocycles and phosphorylated analogs. Its carboxylic acid and hydroxyl-phosphoryl functionalities enable orthogonal reactivity in peptide coupling, esterification, and phosphorylation reactions. The molecule exhibits bench stability and facilitates purification via standard chromatographic methods, supporting its use in medicinal chemistry campaigns and catalyst design.

Synthesis

  • Route1
    • null|null
      644-97-3
    • null|null
      79-10-7
    • ~94%
    • In-stock
      3-(Hydroxy(phenyl)phosphoryl)propanoic acid|CS-0156062
      14657-64-8

    References

    • Sakai Chemical Industry Co., Ltd. Patent: US5334760 A1, 1994 ;
  • Route2
    • null|null
      14576-56-8
    • ~99%
    • In-stock
      3-(Hydroxy(phenyl)phosphoryl)propanoic acid|CS-0156062
      14657-64-8

    References

    • Sakai Chemical Industry Co., Ltd. Patent: US5334760 A1, 1994 ;
  • Route3
    • null|null
      2071-68-3
    • ~90%
    • In-stock
      3-(Hydroxy(phenyl)phosphoryl)propanoic acid|CS-0156062
      14657-64-8

    References

    • Kardanov, N. A.; Ermanson, L. V.; Bekanov, M. Kh.; Godovikov, N. N.; Kabachnik, M. I. J. Gen. Chem. USSR (Engl. Transl.), 1992 , vol. 62, # 1.2 p. 219 - 220,182 - 183

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   74.6
  • LogP   1.057
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   4

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