2-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-benzoxazole

Name: 2-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-benzoxazole
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CAS No. 1408089-23-5
Cat. No. CS-0036792
Purity≥95%
MDL No.None

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2-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-benzoxazole|CS-0036792

Structure of 1408089-23-5

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General Information

CAS No. 1408089-23-5
Cat. No. CS-0036792
Purity ≥95%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₈BNO₃
Molecular Weight 259.11
Synonym(s) 2-Methylbenzo[d]oxazol-6-ylboronic acid pinacol ester
SMILES CC1=NC2=C(C=C(C=C2)B3OC(C)(C)C(C)(C)O3)O1

Description

This boronate-functionalized benzoxazole integrates readily into Suzuki-Miyaura coupling reactions under standard conditions, offering high stability and compatibility with diverse reaction matrices. The tetramethylborolane moiety ensures efficient transmetalation, while the electron-deficient oxazole ring enhances reactivity in cross-coupling protocols.

Application

2-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-benzoxazole serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The 1,3-benzoxazole core provides metabolic stability and favorable pharmacophore properties, while the pinacol boronate group enables efficient coupling under mild conditions. Bench-stable and compatible with diverse functional groups, it facilitates rapid assembly of biaryl architectures 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-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 44.49
LogP 2.43542
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzooxazole compounds

Key Words

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2-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-benzoxazole

CAS No. 1408089-23-5

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