Description

9-o-(1,2:5,6-Di-o-Isopropylidene-α-D-Glucofuranosyl)-9-Boratabicyclo[3.3.1]Nonane Potassium Salt is a sophisticated chiral organoboron reagent, specifically a potassium organotrifluoroborate salt. This compound is highly valued for its role as a stable, air-tolerant precursor to nucleophilic boronic acids and esters, facilitating critical carbon-carbon bond-forming reactions. It is an essential building block for researchers and process chemists in pharmaceutical development and advanced organic synthesis, enabling the creation of complex, stereodefined molecules.

Application

• Suzuki-Miyaura Cross-Coupling Reactions: Serves as a stable, crystalline alternative to sensitive boronic acids for the synthesis of biaryl and other coupled products in drug discovery.
• Asymmetric Synthesis: Utilized in the preparation of chiral intermediates for active pharmaceutical ingredients (APIs) due to its defined stereochemistry derived from the D-glucose moiety.
• Medicinal Chemistry & Library Synthesis: Enables the rapid, parallel construction of diverse compound libraries for high-throughput screening and lead optimization.
• Process Chemistry & Scale-up: Offers improved handling and shelf-life stability compared to its boronic acid counterpart, making it suitable for pilot and manufacturing-scale processes.
• Material Science Research: Used in the synthesis of organic electronic materials and ligands where precise molecular architecture is required.

Basic Information

Item	Details
Product Name	9-o-(1,2:5,6-Di-o-Isopropylidene-α-D-Glucofuranosyl)-9-Boratabicyclo[3.3.1]Nonane Potassium Salt
CAS No.	101696-41-7
Molecular Formula	C₂₁H₃₃BKO₆
Molecular Weight	438.39 g/mol
Synonyms	Potassium 9-[(3aR,4S,6R,6aR)-2,2-Dimethyl-4,6-(propane-2,2-diyl)bis(1,3-dioxolan-4-yl)]-9-boratabicyclo[3.3.1]nonane; Potassium (9-BBN) Trifluoroborate Glucose Derivative; Potassium Organotrifluoroborate Salt; K9BBN-Glucose; (3aR,4S,6R,6aR)-2,2-Dimethyl-4,6-(propane-2,2-diyl)bis(1,3-dioxolan-4-yl) 9-Boratabicyclo[3.3.1]nonan-9-uide Potassium Salt; Chiral Potassium Trifluoroborate; 9-BBN-K Glucoside
EINECS	Contact for details

Quality Control

Our production of this high-value synthetic reagent adheres to strict quality protocols to ensure batch-to-batch consistency and optimal performance in sensitive coupling reactions. Every lot is characterized by advanced analytical techniques including NMR (¹H, ¹³C, ¹¹B), HPLC for purity, and chiral analysis to confirm stereochemical integrity. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profile is provided with each shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a freezer at -20°C to -10°C under an inert atmosphere (argon or nitrogen) to minimize oxidation and hydrolysis. The container should be allowed to reach room temperature in a dry environment before opening to prevent condensation and moisture ingress.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Chiral Purity	≥ 99.0% ee
Water Content (KF)	≤ 0.5%
Heavy Metals	≤ 20 ppm

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