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CS-W001157 4
Total: USD 88.00

4-Isoxazoleboronic acid pinacol ester

  • CAS No. 928664-98-6

  • Cat. No. CS-W001065
  • Purity≥97%
  • MDL No.MFCD06657891

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

4-Isoxazoleboronic acid pinacol ester|CS-W001065

Structure of 928664-98-6

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General Information

  • CAS No. 928664-98-6
  • Cat. No. CS-W001065
  • Purity ≥97%
  • MDL No. MFCD06657891
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₄BNO₃
  • Molecular Weight 195.02
  • Synonym(s) 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole
  • SMILES OB(C1=CON=C1)OC(C)(C(C)(C)O)C

Description

4-Isoxazoleboronic acid pinacol ester features a stable boronate ester moiety integrated into an isoxazole scaffold, enabling reliable coupling in Suzuki-Miyaura reactions. The pinacol protection enhances moisture tolerance and shelf stability while maintaining high reactivity under standard conditions. This bench-stable reagent facilitates efficient access to functionalized heterocycles in synthetic and medicinal chemistry workflows.

Application

4-Isoxazoleboronic acid pinacol ester serves as a stable, bench-ready building block for Suzuki-Miyaura coupling reactions. Its isoaxazole moiety provides a bioisostere of carboxylic acids and enables incorporation into heterocyclic scaffolds common in medicinal chemistry. The pinacol ester enhances stability and simplifies purification, while maintaining reactivity under standard catalytic conditions. Functions reliably in cross-coupling workflows with aryl and vinyl halides, facilitating rapid access to functionalized isoxazole derivatives.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302+H312+H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   44.49
  • LogP   0.9738
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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