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Methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole-2-carboxylate

  • CAS No. 676501-89-6

  • Cat. No. CS-0043674
  • Purity≥97%
  • MDL No.MFCD11855971

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

Methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole-2-carboxylate|CS-0043674

Structure of 676501-89-6

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General Information

  • CAS No. 676501-89-6
  • Cat. No. CS-0043674
  • Purity ≥97%
  • MDL No. MFCD11855971
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₈BNO₄
  • Molecular Weight 251.09
  • Synonym(s) Methyl5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole-2-carboxylate
  • SMILES O=C(C1=CC=C(B2OC(C)(C)C(C)(C)O2)N1)OC

Description

Methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole-2-carboxylate features a boronate ester group that enables efficient Suzuki-Miyaura coupling under mild conditions. The tetramethyl-substituted dioxaborolane moiety enhances stability and solubility, while the pyrrole scaffold provides a reactive platform for heterocyclic diversification. This reagent integrates readily into complex molecule synthesis with minimal side reactions.

Application

Methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole-2-carboxylate serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate moiety enables efficient C–C bond formation under mild conditions, while the pyrrole core provides a versatile heterocyclic scaffold. Its functional group tolerance and ease of purification make it ideal for constructing complex molecular architectures 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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   60.55
  • LogP   1.1005
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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