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methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate

CAS 956229-86-0 · Boronic Acid / Boronate Ester · 3 functional traits · cGMP compliant · Ships from USA in 2-3 days

Boronic Acid / Boronate Ester

methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate

Esters PharmaceuticalMedicinal ChemistryDiagnosticsAgrochemicalPolymerFine Chemical
CAS Number 956229-86-0
Category Boronic Acid / Boronate Ester · Ester
Origin USA
Compliance cGMP

Questions? Contact our chemistry team:

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In stock — typically ships within 2-3 business days

About methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate

methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate (CAS Number: 956229-86-0) is a boronic acid derivative valued for its role in carbon–carbon bond-forming reactions featuring Benzene, Dioxaborolane (Pinacol boronate) ring systems with defined stereochemistry. ChemContract Research supplies this moderate-complexity compound in high purity from our Huntington Beach, California facility, ensuring consistent quality and reliable domestic delivery throughout the United States.

The boron atom in this compound enables transmetalation with palladium catalysts, making it a cornerstone reagent for Suzuki coupling — one of the most widely used reactions in pharmaceutical process chemistry. Ester hydrolysis by cellular esterases is the most commonly exploited prodrug activation mechanism — enabling drugs that cannot cross biological membranes as free acids. Chirality matters profoundly in drug action — enantiomers can differ by orders of magnitude in potency, and FDA guidelines increasingly require single-enantiomer development.

Primary applications include suzuki–miyaura cross-coupling for biaryl and heterobiaryl synthesis and prodrug development to mask carboxylic acids and improve membrane permeability. This compound serves researchers and manufacturers across the pharmaceutical, medicinal chemistry, diagnostics sectors. Whether you require methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate for early-stage research, process development, or commercial-scale production, ChemContract Research offers flexible ordering from milligram to multi-kilogram quantities with custom synthesis options and full batch documentation including Certificates of Analysis (CoA) and Safety Data Sheets.

Ring Systems: BenzeneDioxaborolane (Pinacol boronate)
Functional Groups: Ester (–COOR)
Stereochemistry: Defined Configuration

Boronic Acid / Boronate Ester Applications & Target Industries

How methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate is used across pharmaceutical and medicinal chemistry sectors

01

Suzuki–Miyaura cross-coupling for biaryl and heterobiaryl synthesis

02

Prodrug development to mask carboxylic acids and improve membrane permeability

03

Enantiopure building block for single-enantiomer drug development

04

Proteasome inhibitor design in oncology drug development

05

Protecting group for hydroxyl functionalities (acetate, benzoate)

06

Chiral resolution standard or chiral HPLC reference compound

Target Industries: PharmaceuticalMedicinal ChemistryDiagnosticsAgrochemicalPolymerFine Chemical

methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate Specifications

Detailed specifications for this boronic acid / boronate ester, including purity, molecular weight, and analytical data are available upon request. Every batch from ChemContract Research includes:

  • Certificate of Analysis (CoA) with purity verification
  • HPLC, NMR, and/or mass spectrometry characterization data
  • Material Safety Data Sheet (MSDS/SDS)
  • Batch-specific documentation and lot traceability
  • Custom analytical testing available on request
Request Full Specifications

Quick Reference

Compound Name methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate
Type Boronic Acid / Boronate Ester
Category Boronic Acid / Boronate Ester · Ester
Purity ≥95% (custom grades available)
Stereochemistry Defined configuration (chiral HPLC verified)
Complexity Moderate (1 functional groups, 2 rings)
Compliance cGMP
Packaging mg to kg scale

Storage & Handling for Boronic Acid / Boronate Esters

Handling Guidelines

Boronic acids are generally air-stable but some may be moisture-sensitive and undergo protodeboronation. Handle with gloves and safety glasses. Some esters are volatile and flammable. Handle in a well-ventilated area. Keep away from ignition sources. Handle with standard precautions. Ensure proper labeling of stereochemical identity to prevent mix-ups.

Storage Conditions

Store in a tightly sealed container at room temperature under dry conditions. Protect from prolonged moisture exposure. Store at room temperature in a tightly sealed container away from heat and open flame. Store under recommended conditions. Some chiral compounds may racemize at elevated temperatures or in the presence of base.

Why Buy methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate From ChemContract?

Quality Assured

Every batch of methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate is produced under cGMP conditions with full CoA documentation, HPLC purity verification, and lot traceability.

Fast USA Shipping

Ship from our Huntington Beach, CA facility with 2-3 business day domestic delivery. No import delays, no customs fees, no tariff surprises.

Custom Synthesis

Need a specific grade, quantity, or derivative of methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate? Our team of PhD chemists can develop custom synthesis solutions for your exact requirements.

Frequently Asked

Common questions about methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate

What is methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate used for? +

methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate is a boronic acid derivative valued for its role in carbon–carbon bond-forming reactions used primarily in the pharmaceutical and medicinal chemistry industries. Key applications include suzuki–miyaura cross-coupling for biaryl and heterobiaryl synthesis and prodrug development to mask carboxylic acids and improve membrane permeability.

Where can I buy methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate in the USA? +

ChemContract Research is a trusted USA-based supplier of methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate. We offer competitive pricing, fast domestic shipping from our Huntington Beach, California facility, and full quality documentation including Certificates of Analysis (CoA). Request a quote at chemistry@chem-contract.com or call +1 (714) 732-8549.

What purity levels are available for methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate? +

ChemContract Research supplies methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate in multiple purity grades: ≥95% standard grade, ≥97% high-purity grade, and ≥99% ultra-high-purity grade depending on application requirements. We can also provide custom purity grades through our synthesis capabilities. Contact us for specific purity information and CoA documentation.

Can ChemContract synthesize methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate in custom quantities? +

Yes. ChemContract Research offers custom synthesis services for methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate from milligram to multi-kilogram scale. Our cGMP-compliant facilities and experienced chemists can accommodate custom specifications, packaging requirements, and delivery timelines. Contact our team to discuss your project.

What is the stereochemical purity of methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate? +

ChemContract Research supplies methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate with verified enantiomeric or diastereomeric purity as documented in our Certificate of Analysis (CoA). Chiral HPLC analysis is standard for stereodefined compounds. We can provide material with ≥98% ee/de for demanding applications. Contact us for specific optical purity requirements.

What cross-coupling reactions can I use methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate in? +

methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate is primarily used in Suzuki–Miyaura cross-coupling reactions with aryl or vinyl halides under palladium catalysis. This reaction forms C–C bonds with excellent functional group tolerance and mild conditions. It can also be used in Chan–Lam coupling for C–N and C–O bond formation without transition metal catalysts under aerobic conditions.

How should I store methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate? +

Store in a tightly sealed container at room temperature under dry conditions. Protect from prolonged moisture exposure. Store at room temperature in a tightly sealed container away from heat and open flame. Store under recommended conditions. Some chiral compounds may racemize at elevated temperatures or in the presence of base. Always consult the compound-specific Safety Data Sheet (SDS) provided with your order for detailed storage requirements. ChemContract Research includes handling and storage documentation with every shipment.

What is the CAS number of methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate? +

The CAS Registry Number for methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate is 956229-86-0. This unique identifier is used worldwide to reference this specific compound in chemical databases, regulatory filings, and scientific literature. ChemContract Research supplies this compound with full quality documentation. Contact us at chemistry@chem-contract.com for availability and pricing.

Chemical analysis laboratory with HPLC instruments for purity and impurity testing Custom chemical synthesis reaction setup for pharmaceutical intermediate production

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