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

  • CAS No. 898289-06-0

  • Cat. No. CS-0138029
  • Molecule weight257.14
  • Purity≥98%
  • MDL No.MFCD08690266

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

1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole|CS-0138029

Structure of 898289-06-0

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General Information

  • CAS No. 898289-06-0
  • Cat. No. CS-0138029
  • Purity ≥98%
  • MDL No. MFCD08690266
  • Storage -20°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₀BNO₂
  • Molecular Weight 257.14
  • Synonym(s) 1-METHYLINDOL-4-BORONIC ACID, PINACOL ESTER
  • SMILES CN1C=CC2=C1C=CC=C2B3OC(C)(C(C)(O3)C)C

Description

1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole is a bench-stable boronate ester featuring a methyl-substituted indole core. This compound integrates seamlessly into Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. The tetramethyl-dioxaborolane moiety enhances stability and reactivity, while the electron-rich indole scaffold supports diverse functionalization in synthetic and medicinal chemistry applications.

Application

1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The tetramethyl-substituted dioxaborolane moiety ensures excellent shelf stability and low protodeboronation, enabling reliable coupling with aryl and heteroaryl halides under mild conditions. Its compatibility with diverse functional groups and ease of purification make it ideal for constructing complex indole-based 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   23.39
  • LogP   2.4775
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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