Description

2-Boc-Aminomethyl-Phenylboronic Acid Pinacol Ester is a high-value, protected boronic ester building block essential for modern synthetic chemistry. Its primary value lies in enabling the controlled introduction of an ortho-aminomethylphenylboronate moiety, a key intermediate in the synthesis of complex bioactive molecules. This compound is critically needed by pharmaceutical R&D teams and fine chemical manufacturers for applications in Suzuki-Miyaura cross-coupling reactions and the development of proteolysis-targeting chimeras (PROTACs) and other bifunctional molecules.

Application

• Pharmaceutical Intermediate: Key building block for the synthesis of active pharmaceutical ingredients (APIs) and drug candidates, particularly those requiring ortho-substituted biaryl structures.
• Suzuki-Miyaura Cross-Coupling: Serves as a versatile boronic ester reagent for palladium-catalyzed carbon-carbon bond formation to create complex biaryl and heterobiaryl scaffolds.
• PROTACs & Bifunctional Molecule Synthesis: Enables the construction of linker segments in targeted protein degradation platforms due to its protected amine and boronate functional groups.
• Peptidomimetic & Macrocycle Development: Used to incorporate phenylboronate handles into peptide backbones for conformational studies and inhibitor design.
• Material Science Research: Intermediate in the synthesis of functionalized organic ligands and monomers for advanced polymeric materials.
• Chemical Biology Probes: Facilitates the creation of tagged molecules for studying enzyme function and protein-protein interactions.

Basic Information

Product Name	2-Boc-Aminomethyl-Phenylboronic Acid Pinacol Ester
CAS No.	905300-76-7
Molecular Formula	C19H30BNO4
Molecular Weight	347.26 g/mol
Synonyms	2-((tert-Butoxycarbonyl)aminomethyl)phenylboronic acid pinacol ester; (2-(((tert-Butoxycarbonyl)amino)methyl)phenyl)boronic acid pinacol ester; 2-(Boc-aminomethyl)benzeneboronic acid pinacol ester; 2-(N-Boc-aminomethyl)phenylboronic acid pinacol ester; 2-(BocNHCH2)C6H4Bpin; tert-Butyl (2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)carbamate; BOC-2-Aminomethylphenylboronic Acid Pinacol Ester
EINECS	Contact for details

Quality Control

Our 2-Boc-Aminomethyl-Phenylboronic Acid Pinacol Ester is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC, NMR, and MS, to ensure high chemical purity and structural integrity. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are provided with every shipment to support your GMP and R&D documentation requirements.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C under an inert atmosphere for long-term stability. This material is hygroscopic (moisture-sensitive); allow the sealed container to equilibrate to 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
Purity (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.