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CS-W001157 4
Total: USD 88.00

(4-(3-Ethoxy-3-oxopropyl)phenyl)boronic acid

  • CAS No. 660440-57-3

  • Cat. No. CS-0174556
  • Purity≥98%
  • MDL No.None

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

(4-(3-Ethoxy-3-oxopropyl)phenyl)boronic acid|CS-0174556

Structure of 660440-57-3

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General Information

  • CAS No. 660440-57-3
  • Cat. No. CS-0174556
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₅BO₄
  • Molecular Weight 222.05
  • Synonym(s) 4-(2-Ethoxycarbonylethyl)phenylboronic acid
  • SMILES CCOC(CCC1=CC=C(B(O)O)C=C1)=O

Description

This boronate moiety integrates a para-substituted aryl group with an ethoxy-ketone pendant, enabling efficient Suzuki-Miyaura coupling under standard conditions. The electron-deficient phenyl ring enhances reactivity, while the stable boronic acid functionality ensures reliable performance in process development workflows.

Application

(4-(3-Ethoxy-3-oxopropyl)phenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl architectures. The pendant ketone and ester functionalities offer orthogonal handles for downstream derivatization, while the boronic acid group provides excellent bench stability and compatibility with standard reaction conditions. Its defined spatial orientation supports precise molecular scaffold assembly in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Zaidlewicz, Marek; Wolan, Andrzej Journal of Organometallic Chemistry, 2002 , vol. 657, # 1-2 p. 129 - 135
  • Route2
    • null|null
      64-17-5
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      3-(4-Boronophenyl)propanoic acid|CS-0174548
      166316-48-9
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    • In-stock
      (4-(3-Ethoxy-3-oxopropyl)phenyl)boronic acid|CS-0174556
      660440-57-3

    References

    • WO2004/14859 A2, ; Page 29 ;
  • Route3

    References

    • Journal of Organometallic Chemistry, , vol. 657, # 1-2 p. 129 - 135

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-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   66.76
  • LogP   -0.1379
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   5

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