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2-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one

  • CAS No. 1313399-38-0

  • Cat. No. CS-0036840
  • Purity≥98%
  • MDL No.None

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

2-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one|CS-0036840

Structure of 1313399-38-0

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General Information

  • CAS No. 1313399-38-0
  • Cat. No. CS-0036840
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₀BNO₃
  • Molecular Weight 273.14
  • Synonym(s) None
  • SMILES CC1(C)C(C)(C)OB(C2=CC=C3CN(C)C(=O)C3=C2)O1

Description

This boronate ester integrates a sterically protected tetramethylboronate group with a planar isoindolinone core, enabling reliable cross-coupling under mild conditions. The electron-deficient carbonyl moiety enhances reactivity in Suzuki-Miyaura transformations, while the bench-stable, moisture-tolerant structure simplifies handling in synthetic workflows.

Application

2-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The isoindolinone core provides structural rigidity and pharmacophoric relevance, while the tetramethylboronate group offers excellent bench stability, mild reaction conditions, and high functional group tolerance. It facilitates efficient C–C bond formation in late-stage diversification of heterocyclic scaffolds and is compatible with standard palladium-catalyzed coupling protocols.

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   38.77
  • LogP   1.5714
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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