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

  • CAS No. 1002309-19-4

  • Cat. No. CS-0368980
  • Purity≥97%
  • MDL No.MFCD14706581

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

2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one|CS-0368980

Structure of 1002309-19-4

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General Information

  • CAS No. 1002309-19-4
  • Cat. No. CS-0368980
  • Purity ≥97%
  • MDL No. MFCD14706581
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₀BNO₃
  • Molecular Weight 273.14
  • Synonym(s) None
  • SMILES O=C1N(C)CC2=C1C=CC(B3OC(C)(C)C(C)(C)O3)=C2

Description

2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one delivers a stable boronate ester moiety integrated into a sterically protected isoindolinone scaffold. This structure enables efficient Suzuki-Miyaura coupling under mild conditions, offering reliable C–C bond formation in complex molecule synthesis. The tetramethyl-substituted dioxaborolane enhances shelf life and moisture tolerance.

Application

2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one serves as a versatile boronate building block for palladium-catalyzed cross-coupling reactions. Its isoindolin-1-one core provides structural rigidity and metabolic stability, while the tetramethylboronate group enables efficient Suzuki-Miyaura coupling under mild conditions. The molecule exhibits excellent bench stability, tolerates diverse functional groups, and facilitates rapid access to biologically relevant heterocyclic 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   38.77
  • LogP   1.5714
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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