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CS-W001157 4
Total: USD 88.00

4-Ethoxycarbonylmethylphenylboronic acid pinacol ester

  • CAS No. 859169-20-3

  • Cat. No. CS-M1727
  • Purity≥98%
  • MDL No.MFCD08704684

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

4-Ethoxycarbonylmethylphenylboronic acid pinacol ester|CS-M1727

Structure of 859169-20-3

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General Information

  • CAS No. 859169-20-3
  • Cat. No. CS-M1727
  • Purity ≥98%
  • MDL No. MFCD08704684
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₂₃BO₄
  • Molecular Weight 290.17
  • Synonym(s) None
  • SMILES O=C(OCC)CC1=CC=C(C=C1)B2OC(C)(C)C(O2)(C)C

Description

This boronate ester features a para-ethoxycarbonylmethyl substituent that enhances solubility and stability under standard conditions. The pinacol protection group enables reliable handling and compatibility with diverse cross-coupling reactions, facilitating efficient incorporation into complex molecular architectures.

Application

4-Ethoxycarbonylmethylphenylboronic acid pinacol ester serves as a stable, bench-friendly building block for Suzuki-Miyaura coupling reactions. Its pinacol boronate ester functionality enhances air and moisture stability while enabling efficient C–C bond formation under standard catalytic conditions. The ethoxycarbonylmethyl group provides a versatile handle for further functionalization, including hydrolysis to the corresponding carboxylic acid or derivatization in multi-step synthesis. Functions reliably in the construction of biaryl scaffolds and complex heterocycles relevant to medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • AXYS PHARMACEUTICALS, INC. Patent: WO2006/86609 A2, 2006 ; Location in patent: Page/Page column 152-153 ; WO 2006/086609 A2
  • Route2

    References

    • US2011/124643 A1, ; Page/Page column 16 ;
  • Route3
    • In-stock
      Ethyl 4-bromophenyl acetate|CS-W018540
      14062-25-0
    • null|null
      25015-63-8
    • ~%
    • In-stock
      4-Ethoxycarbonylmethylphenylboronic acid pinacol ester|CS-M1727
      859169-20-3

    References

    • WO2013/45479 A1, ; Page/Page column 21-22 ;

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   44.76
  • LogP   2.0914
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   4

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