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

  • CAS No. 473596-87-1

  • Cat. No. CS-0046846
  • Purity≥97%
  • MDL No.None

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

Methyl 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate|CS-0046846

Structure of 473596-87-1

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General Information

  • CAS No. 473596-87-1
  • Cat. No. CS-0046846
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₁BO₄
  • Molecular Weight 276.14
  • Synonym(s) 4-(Methoxycarbonyl)-2-methylphenylboronic acid pinacol ester
  • SMILES O=C(C1=CC=C(B(OC2(C)C)OC2(C)C)C(C)=C1)OC

Description

Methyl 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate features a boronate ester group enabling reliable Suzuki-Miyaura coupling under standard conditions. The tetramethyl-substituted dioxaborolane moiety enhances stability and moisture tolerance, while the methyl and ester functionalities provide synthetic versatility for downstream transformations in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • NORTHWESTERN UNIVERSITY; Grunder, Sergio; Whalley, Adam C.; Valente, Cory; Stoddart, J. Fraser Patent: US2013/122297 A1, 2013 ; Location in patent: Paragraph 0033; 0083 ;
  • Route2
    • null|null
      67-56-1
    • In-stock
      3-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid|CS-B1244
      269409-74-7
    • ~88%
    • In-stock
      Methyl 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate|CS-0046846
      473596-87-1

    References

    • MERCK SERONO S.A. Patent: WO2009/43890 A1, 2009 ; Location in patent: Page/Page column 74 ; WO 2009/043890 A1
  • Route3

    References

    • Zhu, Lei; Duquette, Jason; Zhang, Mingbao Journal of Organic Chemistry, 2003 , vol. 68, # 9 p. 3729 - 3732

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   2.08082
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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