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CS-W001157 4
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2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)-1H-indole

  • CAS No. 1557138-33-6

  • Cat. No. CS-0093603
  • Molecule weight311.11
  • Purity≥97%
  • MDL No.None

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

2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)-1H-indole|CS-0093603

Structure of 1557138-33-6

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General Information

  • CAS No. 1557138-33-6
  • Cat. No. CS-0093603
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₇BF₃NO₂
  • Molecular Weight 311.11
  • Synonym(s) 6-(Trifluoromethyl)-1H-indole-2-boronic acid pinacol ester
  • SMILES FC(C1=CC2=C(C=C1)C=C(B3OC(C)(C)C(C)(C)O3)N2)(F)F

Description

This boronate-functionalized indole integrates a trifluoromethyl group at the 6-position, enhancing electron deficiency and metabolic stability. The tetramethylborolane moiety enables efficient Suzuki-Miyaura coupling under mild conditions, facilitating rapid access to complex heterocycles in medicinal chemistry and materials science.

Application

2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)-1H-indole serves as a versatile boronate building block in palladium-catalyzed cross-coupling reactions. The tetramethylboronate moiety enables efficient Suzuki-Miyaura coupling under mild conditions, while the trifluoromethyl group enhances metabolic stability and lipophilicity. Bench-stable and readily purified by flash chromatography, it facilitates the construction of complex biaryl scaffolds common in pharmaceutical research.

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   3.4859
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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