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

Name: 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one
Brand: ChemScene
Availability: InStock
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CAS No. 1004294-80-7
Cat. No. CS-W003949
Purity≥97%
MDL No.MFCD11849992

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6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one|CS-W003949

Structure of 1004294-80-7

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General Information

CAS No. 1004294-80-7
Cat. No. CS-W003949
Purity ≥97%
MDL No. MFCD11849992
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₈BNO₃
Molecular Weight 259.11
Synonym(s) 1-Isoindolinone-6-boronic acid pinacol ester
SMILES O=C1NCc2c1cc(cc2)B1OC(C(O1)(C)C)(C)C

Description

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one features a boronate ester group enabling efficient Suzuki-Miyaura coupling reactions. The isoindolin-1-one core provides a rigid, electron-deficient scaffold ideal for conjugated molecular architectures. Bench-stable and moisture-tolerant, this reagent streamlines the construction of biaryl and heteroaryl frameworks in medicinal chemistry and materials science.

Application

6-(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 functional group compatibility, enabling efficient incorporation into diverse heterocyclic scaffolds. The stable tetramethylboronate moiety facilitates reliable coupling under mild conditions, with excellent tolerance to common protecting groups and reaction partners—ideal for streamlining synthetic routes in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  675109-26-9
- In-stock
  
  73183-34-3
- ~79%
- In-stock
  
  1004294-80-7
References
- KUDOS PHARMACEUTICALS LIMITED Patent: WO2008/23161 A1, 2008 ; Location in patent: Page/Page column 117 ; WO 2008/023161 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 : 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 47.56
LogP 1.2292
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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

CAS No. 1004294-80-7

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