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

  • CAS No. 1131223-44-3

  • Cat. No. CS-0369304
  • Molecule weight287.16
  • Purity≥98%
  • MDL No.MFCD28901409

*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)-3,4-dihydroisoquinolin-1(2H)-one|CS-0369304

Structure of 1131223-44-3

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General Information

  • CAS No. 1131223-44-3
  • Cat. No. CS-0369304
  • Purity ≥98%
  • MDL No. MFCD28901409
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₂₂BNO₃
  • Molecular Weight 287.16
  • Synonym(s) None
  • SMILES O=C1N(C)CCC2=C1C=CC(B3OC(C)(C)C(C)(C)O3)=C2

Description

2-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-1(2H)-one features a boronate ester handle integrated into a sterically hindered dihydroisoquinolinone scaffold. This structure enables efficient Suzuki-Miyaura coupling under standard conditions, delivering complex heterocyclic architectures with high functional group tolerance. The tetramethyl-substituted dioxaborolane moiety ensures excellent stability and moisture resistance during handling.

Application

2-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-1(2H)-one serves as a versatile boronate building block for Suzuki-Miyaura coupling reactions. The dihydroisoquinolinone core provides structural rigidity and functional group tolerance, enabling efficient late-stage diversification in medicinal chemistry. Bench-stable and readily purified by flash chromatography, it facilitates the construction of complex heterocyclic scaffolds common in pharmaceutical development.

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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   38.77
  • LogP   1.6139
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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