Description

4-[(tert-Butyldimethylsilyl)Oxy]-2,6-Dimethylphenylboronic Acid Pinacol Ester is a sophisticated, protected boronic ester derivative designed for advanced synthetic chemistry. This compound matters as a key air-stable and moisture-protected building block for Suzuki-Miyaura cross-coupling reactions, enabling the precise construction of complex biaryl structures. Pharmaceutical researchers and fine chemical manufacturers need it for the development of active pharmaceutical ingredients (APIs), agrochemicals, and functional organic materials where the sterically hindered phenol moiety requires selective manipulation.

Application

• Pharmaceutical Intermediate: A critical precursor in the multi-step synthesis of novel drug candidates, particularly those containing sterically hindered biaryl motifs.
• Suzuki-Miyaura Cross-Coupling: Serves as a stable boronate reagent for palladium-catalyzed carbon-carbon bond formation with aryl/heteroaryl halides or triflates.
• Agrochemical Synthesis: Used in the research and production of advanced herbicides, fungicides, and insecticides with tailored properties.
• Ligand and Catalyst Development: Employed in the creation of novel phosphine or N-heterocyclic carbene (NHC) ligands where the phenolic oxygen is protected.
• Material Science Research: A building block for organic semiconductors, liquid crystals, and metal-organic frameworks (MOFs) requiring specific spatial arrangements.
• Chemical Biology Probes: Utilized in the synthesis of molecular probes and tags for studying biological processes.

Basic Information

Product Name	4-[(tert-Butyldimethylsilyl)Oxy]-2,6-Dimethylphenylboronic Acid Pinacol Ester
CAS No.	955930-05-9
Molecular Formula	C₂₁H₃₇BO₃Si
Molecular Weight	376.42 g/mol
Synonyms	2,6-Dimethyl-4-[(tert-butyldimethylsilyl)oxy]phenylboronic acid pinacol ester; 4-(tert-Butyldimethylsiloxy)-2,6-dimethylphenylboronic acid pinacol ester; 2,6-Dimethyl-4-[(TBDMS)oxy]phenylboronic acid pinacol ester; 4-(TBDMSO)-2,6-Dimethylphenylboronic Acid Pinacol Ester; [4-(tert-Butyldimethylsilyloxy)-2,6-dimethylphenyl]boronic acid pinacol ester; B-[4-[(1,1-Dimethylethyl)dimethylsilyl]oxy]-2,6-dimethylphenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
EINECS	Contact for details

Quality Control

Our 4-[(tert-Butyldimethylsilyl)Oxy]-2,6-Dimethylphenylboronic Acid Pinacol Ester is manufactured under strict quality systems. Each batch undergoes rigorous analytical testing, including HPLC, NMR (¹H, ¹³C, ¹¹B), and GC/MS, to ensure identity, purity, and consistency. We provide comprehensive Certificates of Analysis (COA) with each shipment, detailing all critical specifications. Our quality commitment supports cGMP and ISO 9001 standards for traceability and reliability in your supply chain.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C under an inert atmosphere (argon or nitrogen) due to its hygroscopic and light-sensitive nature. Allow the container to reach room temperature before opening to minimize moisture ingress.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Assay (HPLC)	≥97.0%
Water Content (KF)	≤0.5%
Residue on Ignition	≤0.1%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.