Description

3-Bromopropaneboronic Acid (1S,2S,3R,5S)-(+)-2,3-Pinanediol Ester is a high-purity, chiral organoboron reagent where the boronic acid functionality is protected as a pinanediol ester, a configuration that enhances stability and stereochemical integrity. This compound is a critical building block in modern synthetic chemistry, particularly valued for its role in stereoselective Suzuki-Miyaura cross-coupling reactions to introduce chiral centers. It is essential for researchers and process chemists in the pharmaceutical, agrochemical, and advanced materials sectors who require reliable, high-quality chiral intermediates for the development of active ingredients and functional molecules.

Application

• Pharmaceutical Intermediate: A key chiral synthon for the synthesis of active pharmaceutical ingredients (APIs) via palladium-catalyzed cross-coupling, enabling the construction of complex, stereodefined carbon frameworks.
• Agrochemical Synthesis: Used in the research and development of novel, stereospecific herbicides, fungicides, and insecticides where the spatial orientation of the molecule is crucial for bioactivity.
• Ligand and Catalyst Development: Serves as a precursor for creating novel chiral ligands and organometallic catalysts used in asymmetric synthesis.
• Material Science Research: Employed in the synthesis of chiral polymers, liquid crystals, and organic electronic materials where molecular handedness influences macroscopic properties.
• Academic & R&D Laboratories: A valuable reagent for methodological development in organic synthesis and for exploring new catalytic cycles in organometallic chemistry.
• Process Chemistry & Scale-up: Suitable for process optimization and pilot-scale production of chiral compounds due to the stability offered by the pinanediol protecting group.

Basic Information

Product Name	3-Bromopropaneboronic Acid (1S,2S,3R,5S)-(+)-2,3-Pinanediol Ester
CAS No.	90084-37-0
Molecular Formula	C₁₃H₂₂BBrO₂
Molecular Weight	301.03 g/mol
Synonyms	(+)-Pinanediol 3-Bromopropaneboronate; (1S,2S,3R,5S)-(-)-2,10-Pinanediol 3-Bromopropaneboronic Ester; 3-Bromopropylboronic Acid Pinanediol Ester; 3-Bromopropaneboronic Acid Pinacol Ester (related); 1-Bromo-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propane (linear analog); B-(3-Bromopropyl)boronic Acid Pinanediol Ester; (3-Bromopropyl)boronic Acid (1S,2S,3R,5S)-Pinanediol Ester
EINECS	Contact for details

Quality Control

Our production of 3-Bromopropaneboronic Acid Pinanediol Ester adheres to stringent quality protocols to ensure batch-to-batch consistency and high chiral purity, critical for sensitive cross-coupling applications. Each lot is characterized by advanced analytical techniques including Chiral HPLC, ¹H/¹¹B/¹³C NMR, and GC/MS to confirm identity, enantiomeric excess, and purity. A comprehensive Certificate of Analysis (COA) detailing all specifications is provided with every shipment, and we support compliance with REACH and other global regulatory frameworks.

Storage

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

Specification

Item	Specification
Appearance	White to off-white crystalline solid
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Enantiomeric Excess (Chiral HPLC)	≥ 99.0%
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.