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

  • CAS No. 1073371-99-9

  • Cat. No. CS-0100676
  • Purity≥95%
  • MDL No.MFCD08458200

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

Methyl 2-hydroxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate|CS-0100676

Structure of 1073371-99-9

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General Information

  • CAS No. 1073371-99-9
  • Cat. No. CS-0100676
  • Purity ≥95%
  • MDL No. MFCD08458200
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₉BO₅
  • Molecular Weight 278.11
  • Synonym(s) Benzoic acid, 2-hydroxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, methyl ester
  • SMILES O=C(OC)C1=CC=C(B2OC(C)(C)C(C)(C)O2)C=C1O

Description

Methyl 2-hydroxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate delivers a boronate ester group flanked by a phenolic hydroxyl and methyl ester, enabling direct coupling in Suzuki-Miyaura reactions. This bench-stable reagent integrates readily into complex molecule assembly, offering high functional group tolerance and predictable reaction outcomes under standard conditions.

Application

Methyl 2-hydroxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The ortho-hydroxyl group enables chelation-assisted coupling and facilitates regioselective functionalization. Its stability under ambient conditions and compatibility with diverse reaction partners make it ideal for constructing biaryl scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • In-stock
      Bis(pinacolato)diborane|CS-D1216
      73183-34-3
    • null|null
      149878-72-8
    • ~%
    • In-stock
      Methyl 2-hydroxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate|CS-0100676
      1073371-99-9

    References

    • WO2013/45653 A1, ; Page/Page column 56 ;
  • Route2
    • 2,4-Dihydroxybenzoic acid Sodium aminosalicylate  Impurity|CS-0228943
      89-86-1
    • ~%
    • In-stock
      Methyl 2-hydroxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate|CS-0100676
      1073371-99-9

    References

    • WO2013/45653 A1, ;
  • Route3

    References

    • WO2013/45653 A1, ;

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   64.99
  • LogP   1.478
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   2

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