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CS-W001157 4
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4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-acetic acid

  • CAS No. 1083326-41-3

  • Cat. No. CS-W000785
  • Purity≥97%
  • MDL No.MFCD16660234

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

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-acetic acid|CS-W000785

Structure of 1083326-41-3

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General Information

  • CAS No. 1083326-41-3
  • Cat. No. CS-W000785
  • Purity ≥97%
  • MDL No. MFCD16660234
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₇BN₂O₄
  • Molecular Weight 252.08
  • Synonym(s) 2-[4-(Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Pyrazol-1-Yl]Acetic Acid
  • SMILES CC(C(C)(O1)C)(OB1C(C=N2)=CN2CC(O)=O)C

Description

This boronate-functionalized pyrazole acetic acid integrates readily into Suzuki-Miyaura coupling reactions under standard conditions. The tetramethyl-dioxaborolane moiety provides exceptional stability and moisture tolerance, enabling efficient cross-coupling with aryl halides. The pyrazole core offers a rigid, electron-rich platform ideal for bioactive molecule synthesis and probe development.

Application

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-acetic acid serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The pyrazole acetic acid moiety provides enhanced solubility and functional group tolerance, enabling efficient incorporation into bioactive heterocyclic scaffolds. Bench-stable and compatible with standard reaction conditions, it facilitates rapid diversification in medicinal chemistry and materials synthesis workflows.

Safety Information

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Computational Chemistry Data

  • TPSA   73.58
  • LogP   0.2669
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   3

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