Description

2-{Bicyclo[1.1.1]Pentan-1-Yl}-4,4,5,5-Tetramethyl-1,3,2-Dioxaborolane is a highly specialized organoboron building block, specifically a strained bicyclic boronic ester, designed for advanced synthetic applications. Its unique bicyclo[1.1.1]pentane (BCP) scaffold is critical for medicinal chemistry, enabling the synthesis of novel compounds with improved metabolic stability and three-dimensional character. This high-purity intermediate is essential for researchers and process chemists in pharmaceutical R&D and agrochemical discovery who require reliable, high-quality building blocks for Suzuki-Miyaura cross-coupling and other key transformations.

Application

• Pharmaceutical Intermediate: Key building block for incorporating the rigid, three-dimensional bicyclo[1.1.1]pentane (BCP) motif into drug candidates to improve metabolic stability, solubility, and physicochemical properties.
• Suzuki-Miyaura Cross-Coupling Reactions: Enables the efficient formation of carbon-carbon bonds to attach the BCP core to aromatic and heteroaromatic systems under mild palladium-catalyzed conditions.
• Medicinal Chemistry & Lead Optimization: Used in the synthesis of compound libraries for structure-activity relationship (SAR) studies, particularly in targeting challenging biological targets.
• Agrochemical Research: Serves as a precursor for novel active ingredients requiring unique steric and electronic properties conferred by the BCP unit.
• Materials Science Exploration: Investigated for creating novel organic frameworks and polymers with specific mechanical or electronic characteristics derived from the strained cage structure.
• Bioconjugation & Probe Development: Potential use in creating chemical probes and bioconjugates where a small, rigid, and hydrophobic linker is advantageous.

Basic Information

Product Name	2-{Bicyclo[1.1.1]Pentan-1-Yl}-4,4,5,5-Tetramethyl-1,3,2-Dioxaborolane
CAS No.	2152645-07-1
Molecular Formula	C13H21BO2
Molecular Weight	220.12 g/mol
Synonyms	Bicyclo[1.1.1]pentane-1-boronic acid pinacol ester; 1-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)bicyclo[1.1.1]pentane; BCP-Bpin; Bicyclo[1.1.1]pentyl pinacol boronate; 1-BPin-bicyclo[1.1.1]pentane; (Bicyclo[1.1.1]pentan-1-yl)boronic acid pinacol ester; 2152645-07-1
EINECS	Contact for details

Quality Control

Our production of 2-{Bicyclo[1.1.1]Pentan-1-Yl}-4,4,5,5-Tetramethyl-1,3,2-Dioxaborolane adheres to stringent quality protocols to ensure batch-to-batch consistency and reliability for sensitive synthetic applications. Each lot undergoes comprehensive analytical characterization, including NMR (1H, 13C, 11B), HPLC, and GC analysis, to verify identity, purity, and the absence of critical impurities. A detailed Certificate of Analysis (COA) documenting all specifications is provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store under an inert atmosphere (e.g., nitrogen or argon) at 2-8°C or as specified on the label. The material is easily oxidized and moisture-sensitive; ensure containers are sealed immediately after use to minimize exposure to air and humidity. Keep away from heat and incompatible materials.

Specification

Item	Specification
Appearance	White to off-white crystalline solid or powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC/GC)	≥95% (Typical: 97-99%)
Water Content (KF)	≤0.5%

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