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3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole

  • CAS No. 1146162-54-0

  • Cat. No. CS-0052562
  • Purity≥97%
  • MDL No.None

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

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole|CS-0052562

Structure of 1146162-54-0

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General Information

  • CAS No. 1146162-54-0
  • Cat. No. CS-0052562
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₉BN₂O₃Si
  • Molecular Weight 324.30
  • Synonym(s) 1H-Pyrazole, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[[2-(trimethylsilyl)ethoxy]methyl]-
  • SMILES CC1(C)OB(OC1(C)C)C1=NN(COCC[Si](C)(C)C)C=C1

Description

This pyrazole boronate ester integrates a stable tetramethylborolane handle with a trimethylsilyl-protected hydroxymethyl group, enabling orthogonal functionalization in complex molecule assembly. The combination delivers enhanced stability and selective reactivity under standard coupling conditions.

Application

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole serves as a robust boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylborolane moiety enables efficient palladium-catalyzed coupling under mild conditions, while the (trimethylsilyl)ethoxymethyl group provides orthogonal protection and enhanced bench stability. This dual functionality facilitates selective deprotection and downstream functionalization in complex molecule synthesis.

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-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

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Computational Chemistry Data

  • TPSA   45.51
  • LogP   2.4946
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   6

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