Description

Benzoic Acid, 4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-, 2,5-Dioxo-1-Pyrrolidinyl Ester is a high-value, multi-functional chemical intermediate that combines a boronic ester pinacol group with an activated N-hydroxysuccinimide (NHS) ester. This molecular architecture makes it a critical reagent for efficient bioconjugation and crosslinking reactions, particularly in aqueous or mild conditions. It is primarily sought after by research and development teams in the pharmaceutical, biotech, and advanced materials sectors for constructing complex molecules, modifying biomolecules, and developing novel drug delivery systems.

Application

• Pharmaceutical Intermediate: Key building block in the synthesis of active pharmaceutical ingredients (APIs), especially for boron-containing drugs and targeted therapies.
• Bioconjugation & Protein Labeling: The NHS ester moiety reacts selectively with primary amines (e.g., lysine residues) on proteins, antibodies, or peptides, enabling precise labeling, immobilization, or PEGylation.
• Suzuki-Miyaura Cross-Coupling Reactions: The tetramethyl-1,3,2-dioxaborolane (pinacol boronic ester) group serves as a stable, protected boronic acid equivalent for palladium-catalyzed C-C bond formation, essential in medicinal chemistry and material science.
• Polymer & Material Science: Used to functionalize polymers, dendrimers, and nanoparticles, introducing boronic acid handles for sensing applications or creating smart, responsive materials.
• Proteomics & Diagnostics: Facilitates the development of assay components, diagnostic probes, and affinity purification tags by linking recognition elements to reporters or solid supports.
• Chemical Biology Tool: Enables the study of biological processes through the site-specific modification of biomolecules, aiding in target identification and validation.

Basic Information

Item	Details
Product Name	Benzoic Acid, 4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-, 2,5-Dioxo-1-Pyrrolidinyl Ester
CAS No.	377780-81-9
Molecular Formula	C17H20BNO6
Molecular Weight	345.16 g/mol
Synonyms	4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid N-hydroxysuccinimide ester; 4-(NHS ester)-Benzeneboronic acid pinacol ester; 4-(N-Succinimidyloxycarbonyl)phenylboronic acid pinacol ester; 4-Boronobenzoyl-N-hydroxysuccinimide ester pinacol cyclic ester; 4-(NHS)-Bz-Bpin; Bz-NHS-Bpin; 4-Carboxybenzeneboronic acid pinacol ester NHS ester; 4-(Pinacolboryl)benzoic acid N-succinimidyl ester
EINECS	Contact for details

Quality Control

Our production of this advanced intermediate adheres to strict quality management systems. Each batch is characterized and tested using advanced analytical techniques including HPLC, NMR, and MS to ensure high chemical purity and structural integrity. Certificates of Analysis (COA) with detailed chromatographic and spectroscopic data are provided to support your R&D and cGMP workflows. We are committed to providing materials that meet the exacting standards required for pharmaceutical research and development.

Storage

Preserve in a tightly closed container, protected from light. Store in a freezer at -20°C or below under an inert atmosphere (e.g., nitrogen or argon) due to its moisture-sensitive (hygroscopic) nature and to maintain the reactivity of the NHS ester group. 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 (HPLC)	Retention time corresponds to reference standard
Identification (NMR)	Spectrum consistent with structure
Purity (HPLC)	≥ 95.0% (Area %)
Water Content (KF)	≤ 1.0%
Solubility	Soluble in DMF, DMSO, acetonitrile

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