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1-Methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole

  • CAS No. 903499-35-4

  • Cat. No. CS-0054492
  • Molecule weight257.14
  • Purity≥96%
  • MDL No.None

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

1-Methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole|CS-0054492

Structure of 903499-35-4

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General Information

  • CAS No. 903499-35-4
  • Cat. No. CS-0054492
  • Purity ≥96%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₀BNO₂
  • Molecular Weight 257.14
  • Synonym(s) 1H-INDOLE, 1-METHYL-7-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-
  • SMILES CC1(C)C(C)(C)OB(C2=CC=CC3=C2N(C)C=C3)O1

Description

1-Methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole features a boronate ester group that enables efficient Suzuki-Miyaura cross-coupling under mild conditions. This bench-stable reagent integrates readily into complex molecular architectures, offering high functional group tolerance and predictable regioselectivity in C–C bond formation.

Application

1-Methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The stable pinacol boronate ester enables efficient C–C bond formation under mild conditions, with excellent functional group tolerance and bench stability. Its indole core facilitates the synthesis of biologically relevant heterocyclic scaffolds, particularly 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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   23.39
  • LogP   2.4775
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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