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CS-W001157 4
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Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

  • CAS No. 480425-35-2

  • Cat. No. CS-W012484
  • Purity≥98%
  • MDL No.MFCD03789258

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

Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate|CS-W012484

Structure of 480425-35-2

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General Information

  • CAS No. 480425-35-2
  • Cat. No. CS-W012484
  • Purity ≥98%
  • MDL No. MFCD03789258
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₉BO₄
  • Molecular Weight 262.11
  • Synonym(s) 3-Methoxycarbonylphenylboronic acid pinacol ester
  • SMILES COC(=O)C1=CC=CC(=C1)B1OC(C)(C)C(C)(C)O1

Description

Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate is a bench-stable boronate ester featuring a para-substituted methyl benzoate motif. This compound integrates seamlessly into Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. The tetramethylcyclopentadienone-derived boronate group ensures high functional group tolerance and stability during storage and handling.

Application

Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate group enables efficient C–C bond formation with aryl and heteroaryl halides under mild conditions, offering high functional group tolerance and predictable regiochemistry. Its compatibility with diverse reaction conditions and ease of purification make it a reliable reagent for constructing biaryl scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Journal of Organic Chemistry, , vol. 79, # 3 p. 888 - 900
  • Route2

    References

    • Tetrahedron Letters, , vol. 50, # 45 p. 6176 - 6179
  • Route3
    • null|null
      161912-35-2
    • In-stock
      Bis(pinacolato)diborane|CS-D1216
      73183-34-3
    • ~97%
    • In-stock
      Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate|CS-W012484
      480425-35-2

    References

    • Chemistry - A European Journal, , vol. 17, # 25 p. 6913 - 6917

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   44.76
  • LogP   1.7724
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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