2-((Tetrahydro-2H-pyran-4-yl)oxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

Name: 2-((Tetrahydro-2H-pyran-4-yl)oxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile
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CAS No. 1292317-54-4
Cat. No. CS-0035687
Molecule weight329.20
Purity≥98%
MDL No.None

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2-((Tetrahydro-2H-pyran-4-yl)oxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile|CS-0035687

Structure of 1292317-54-4

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General Information

CAS No. 1292317-54-4
Cat. No. CS-0035687
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₂₄BNO₄
Molecular Weight 329.20
Synonym(s) 2-(tetrahydro-2H-pyran-4-yloxy)-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzonitrile
SMILES CC1(C)C(C)(C)OB(C2=CC=C(C(=C2)C#N)OC3CCOCC3)O1

Description

This boronate ester features a tetrahydro-2H-pyran-4-yl-protected hydroxyl group and a para-cyanophenylboronate moiety, enabling orthogonal functionalization in cross-coupling reactions. The dioxaborolane unit provides enhanced stability and reactivity under standard Suzuki-Miyaura conditions.

Application

2-((Tetrahydro-2H-pyran-4-yl)oxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile serves as a stable, bench-ready boronate ester for Suzuki-Miyaura cross-coupling reactions. The tetrahydropranyl ether protects the phenolic hydroxyl, enabling orthogonal handling in complex syntheses. Its robustness under standard reaction conditions and compatibility with diverse functional groups make it ideal for constructing biaryl scaffolds and heterocyclic frameworks 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-P330-P362-P405-P501

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Computational Chemistry Data

TPSA 60.71
LogP 2.41528
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydropyran compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-((Tetrahydro-2H-pyran-4-yl)oxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

CAS No. 1292317-54-4

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