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CS-W001157 4
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Ethyl 3-(diethoxyphosphoryl)propanoate

  • CAS No. 3699-67-0

  • Cat. No. CS-W022667
  • Molecule weight238.22
  • Purity≥97%
  • MDL No.MFCD00015167

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

Ethyl 3-(diethoxyphosphoryl)propanoate|CS-W022667

Structure of 3699-67-0

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General Information

  • CAS No. 3699-67-0
  • Cat. No. CS-W022667
  • Purity ≥97%
  • MDL No. MFCD00015167
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₉O₅P
  • Molecular Weight 238.22
  • Synonym(s) Triethyl 3-phosphonopropionate
  • SMILES O=C(OCC)CCP(OCC)(OCC)=O

Description

Ethyl 3-(diethoxyphosphoryl)propanoate serves as a key phosphonate synthon in C–C bond formation, featuring a reactive diethylphosphoryl group flanked by an ester and methylene units. This stable, bench-ready reagent enables efficient Horner–Wadsworth–Emmons reactions and integrates readily into synthetic sequences requiring controlled phosphorus incorporation.

Application

Ethyl 3-(diethoxyphosphoryl)propanoate serves as a versatile synthon in carbonyl-alkylation and Michael addition reactions, enabling efficient construction of γ-functionalized carbonyl compounds. Its stable diethoxyphosphoryl group facilitates reliable enolization and subsequent C–C bond formation under mild conditions. The molecule exhibits excellent bench stability, ease of purification, and compatibility with common protecting groups, making it a practical choice for iterative synthesis of complex intermediates in medicinal chemistry and natural product workflows.

Synthesis

  • Route1

    References

    • Finkelstein Journal of the American Chemical Society, 1946 , vol. 68, p. 2398
  • Route2
    • In-stock
      Ethyl 3-bromopropanoate|CS-W007449
      539-74-2
    • null|null
      2303-76-6
    • ~%
    • In-stock
      Ethyl 3-(diethoxyphosphoryl)propanoate|CS-W022667
      3699-67-0

    References

    • Finkelstein Journal of the American Chemical Society, 1946 , vol. 68, p. 2398
  • Route3
    • null|null
      64-17-5
    • null|null
      17391-48-9
    • ~%
    • In-stock
      Ethyl 3-(diethoxyphosphoryl)propanoate|CS-W022667
      3699-67-0

    References

    • Razumova,N.A. et al. J. Gen. Chem. USSR (Engl. Transl.), 1967 , vol. 37, # 5 p. 1136 - 1141,1078 - 1081

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

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Computational Chemistry Data

  • TPSA   61.83
  • LogP   2.2057
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   8

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