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

Name: 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-1(2H)-one
Brand: ChemScene
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CAS No. 376584-30-4
Cat. No. CS-0062485
Purity≥97%
MDL No.MFCD11044671

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6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-1(2H)-one|CS-0062485

Structure of 376584-30-4

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Description

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-1(2H)-one delivers a stable, bench-ready boronate handle integrated into a rigid, electron-deficient isoquinolinone scaffold. This structure enables efficient Suzuki-Miyaura coupling under standard conditions, facilitating rapid construction of complex heterocyclic architectures in medicinal chemistry and materials science applications.

Application

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 cross-coupling reactions. The dihydroisoquinolinone core provides a rigid, pharmacophoric scaffold with demonstrated utility in medicinal chemistry. The tetramethylborolane moiety ensures excellent stability, ease of handling, and compatibility with diverse reaction conditions, enabling efficient late-stage functionalization in complex molecule synthesis.

General Information

CAS No. 376584-30-4
Cat. No. CS-0062485
Purity ≥97%
MDL No. MFCD11044671
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₀BNO₃
Molecular Weight 273.14
Synonym(s) 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-isoquinolin-1-one
SMILES O=C1NCCC2=C1C=CC(B3OC(C)(C)C(C)(C)O3)=C2

Computational Chemistry Data

TPSA 47.56
LogP 1.2717
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

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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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroisoquinoline compounds

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

CAS No. 376584-30-4

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