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CS-W001157 4
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3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole

  • CAS No. 214360-77-7

  • Cat. No. CS-0094363
  • Purity≥97%
  • MDL No.MFCD11109266

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

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole|CS-0094363

Structure of 214360-77-7

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General Information

  • CAS No. 214360-77-7
  • Cat. No. CS-0094363
  • Purity ≥97%
  • MDL No. MFCD11109266
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₆BNO₂
  • Molecular Weight 193.05
  • Synonym(s) 3-Pinacolateboryl-1H-pyrrole
  • SMILES CC1(C)C(C)(C)OB(C2=CNC=C2)O1

Description

This boronate-functionalized pyrrole integrates readily into Suzuki-Miyaura coupling reactions under standard conditions, offering high stability and compatibility with diverse reaction partners. The tetramethylcyclopentadienone-derived boronate moiety enables efficient cross-coupling while maintaining bench-stable handling characteristics.

Application

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. The tetramethyl-substituted dioxaborolane moiety enhances air and moisture stability while enabling efficient palladium-catalyzed coupling with aryl and heteroaryl halides. Its compatibility with diverse functional groups makes it a practical tool for constructing biologically relevant pyrrole-containing scaffolds in medicinal chemistry and materials science applications.

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-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   34.25
  • LogP   1.3139
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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