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CS-W001157 4
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5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-2-one

  • CAS No. 837392-64-0

  • Cat. No. CS-0044509
  • Purity≥96%
  • MDL No.None

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

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-2-one|CS-0044509

Structure of 837392-64-0

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General Information

  • CAS No. 837392-64-0
  • Cat. No. CS-0044509
  • Purity ≥96%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₈BNO₃
  • Molecular Weight 259.11
  • Synonym(s) 5-Oxindoleboronic Acid Pinacol Ester
  • SMILES O=C1NC2=C(C=C(B3OC(C)(C)C(C)(C)O3)C=C2)C1

Description

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-2-one features a boronate ester group enabling efficient Suzuki-Miyaura coupling, while the indolin-2-one core provides a stable, electron-deficient scaffold. This combination facilitates rapid access to functionalized heterocycles under mild reaction conditions.

Application

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-2-one serves as a versatile boronate building block for palladium-catalyzed cross-coupling reactions. The indolin-2-one core provides a rigid, electron-deficient scaffold compatible with diverse functional groups, enabling efficient synthesis of biologically relevant heterocycles. Bench-stable and readily purified by flash chromatography, it facilitates scalable access to pharmaceutical intermediates and target molecules via Suzuki-Miyaura coupling.

Synthesis

  • Route1

    References

    • US2008/45539 A1, ; Page/Page column 30-31 ;
  • Route2

    References

    • US2011/71150 A1, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   47.56
  • LogP   1.4804
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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