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2,2'-Bis(Methoxymethoxy)-1,1'-Binaphthyl-3,3'-Diyldiboronic Acid CAS NO 957111-26-1


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CAS No.:957111-26-1

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

2,2'-Bis(Methoxymethoxy)-1,1'-Binaphthyl-3,3'-Diyldiboronic Acid CAS NO 957111-26-1 is a sophisticated chiral binaphthyl-based boronic acid derivative, serving as a high-value building block in advanced organic synthesis. Its core value lies in its rigid, axially chiral scaffold and dual boronic acid functionality, which are critical for constructing complex, stereoselective molecular architectures. This compound is essential for researchers and process chemists in the pharmaceutical and advanced materials sectors who require precise chiral ligands, catalysts, or intermediates.

Application

  • Suzuki-Miyaura Cross-Coupling Reactions: As a key boronic acid reagent for constructing biaryl and polyaryl systems with axial chirality.
  • Chiral Ligand & Catalyst Synthesis: A pivotal precursor for developing novel chiral phosphines, N-heterocyclic carbenes (NHCs), and other asymmetric catalysts.
  • Pharmaceutical Intermediate: Used in the research and development of active pharmaceutical ingredients (APIs) that require a chiral binaphthyl core, such as certain antiviral or anticancer agents.
  • Functional Material Development: Serves as a monomer or building block for chiral polymers, liquid crystals, and organic electronic materials.
  • Asymmetric Synthesis: Employed in the preparation of chiral auxiliaries and resolving agents for enantioselective transformations.
  • Chemical Biology Probes: Utilized in the design of molecular probes and sensors that exploit its specific binding and chiral recognition properties.

Basic Information

Item Details
Product Name 2,2'-Bis(Methoxymethoxy)-1,1'-Binaphthyl-3,3'-Diyldiboronic Acid
CAS No. 957111-26-1
Molecular Formula C26H26B2O8
Molecular Weight 488.10 g/mol
Synonyms 3,3'-Diborono-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl; BINOL-Boronic Acid MOM-Protected Derivative; 1,1'-Binaphthalene-2,2'-diylbis(methoxymethyl) ether-3,3'-diyldiboronic acid; (R)- and (S)-2,2'-Bis(methoxymethoxy)-1,1'-binaphthyl-3,3'-diyldiboronic Acid; BINOL-3,3'-Bis(boronic acid) MOM Protected; CAS 957111-26-1
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Quality Control

Our 2,2'-Bis(Methoxymethoxy)-1,1'-Binaphthyl-3,3'-Diyldiboronic Acid is produced under strict quality management protocols to ensure batch-to-batch consistency and high purity. Each lot is characterized by advanced analytical techniques including HPLC, NMR (1H, 13C, 11B), and mass spectrometry to confirm identity, chiral purity (enantiomeric excess), and chemical purity. Comprehensive Certificates of Analysis (COA) detailing all specifications are provided with every shipment to support your R&D and quality assurance requirements.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (argon or nitrogen) when possible to prevent degradation. For long-term storage, consider desiccant in the storage environment.

Specification

Item Specification
Appearance White to off-white powder
Identification (IR) Conforms to structure
Purity (HPLC) ≥ 95.0%
Enantiomeric Excess (Chiral HPLC) ≥ 99.0% (for enantiopure grades)
Water Content (KF) ≤ 1.0%
Heavy Metals (as Pb) ≤ 20 ppm

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

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