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(1R,Ar)-3-Diphenylphosphino-2-(4-Diphenylphosphino-2,5-Dimethyl-3-Thienyl)-1,7,7-Trimethylbicyclo[2.2.1]Hept-2-Ene CAS NO 868851-47-2


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CAS No.:868851-47-2

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(1R,Ar)-3-Diphenylphosphino-2-(4-Diphenylphosphino-2,5-Dimethyl-3-Thienyl)-1,7,7-Trimethylbicyclo[2.2.1]Hept-2-Ene is a sophisticated, chiral bidentate phosphine ligand designed for advanced catalytic applications. This compound matters because it provides exceptional stereoselectivity and tunability in transition metal catalysis, enabling the synthesis of high-value, optically active molecules. It is essential for R&D chemists and process engineers in the pharmaceutical, agrochemical, and fine chemical industries who require precise control over asymmetric transformations.

Application

  • Asymmetric Hydrogenation: A key ligand for the enantioselective reduction of prochiral olefins, ketones, and imines in pharmaceutical intermediate synthesis.
  • Cross-Coupling Reactions: Employed in asymmetric Suzuki-Miyaura, Heck, and other C-C bond-forming reactions to construct chiral biaryl systems.
  • Hydroformylation: Used to achieve regioselective and enantioselective hydroformylation of alkenes for the production of chiral aldehydes.
  • Asymmetric Allylic Substitution: Facilitates the creation of chiral centers via Tsuji-Trost and related reactions for complex molecule assembly.
  • Catalyst Screening Libraries: A valuable component in high-throughput screening for the discovery of new catalytic processes in industrial R&D.
  • Academic & Process Research: Serves as a critical tool for developing novel synthetic methodologies and optimizing existing industrial-scale processes.

Basic Information

Product Name (1R,Ar)-3-Diphenylphosphino-2-(4-Diphenylphosphino-2,5-Dimethyl-3-Thienyl)-1,7,7-Trimethylbicyclo[2.2.1]Hept-2-Ene
CAS No. 868851-47-2
Molecular Formula C46H46P2S
Molecular Weight 684.87 g/mol
Synonyms (1R,Ar)-3-Diphenylphosphino-2-(4-diphenylphosphino-2,5-dimethyl-3-thienyl)-1,7,7-trimethylbicyclo[2.2.1]hept-2-ene; (1R,Ar)-3-(Diphenylphosphino)-2-[4-(diphenylphosphino)-2,5-dimethyl-3-thienyl]-1,7,7-trimethylbicyclo[2.2.1]hept-2-ene; Chiral Bidentate Phosphine Ligand 868851-47-2; Thiophene-Bridged BINAP Analog; Asymmetric Diphosphine Ligand; DTM-BINAP Derivative (2,5-Dimethylthiophene-modified); Contact for details on additional trade names.
EINECS Contact for details

Quality Control

Every batch of this high-value ligand is produced and analyzed under strict inert atmosphere conditions to prevent oxidation. Our quality assurance includes rigorous testing to ensure high chiral purity and chemical integrity, with specifications tailored for catalytic performance. A comprehensive Certificate of Analysis (COA) is provided with each shipment, detailing purity (by HPLC/NMR), chiral assay, and residual solvent levels. We support compliance with cGMP and ICH Q7 guidelines for advanced pharmaceutical applications.

Storage

Preserve in a tightly closed container, protected from light. For long-term stability, store under an inert atmosphere (argon or nitrogen) at 2-8°C. This compound is easily oxidized; the original sealed package should only be opened in a controlled, oxygen-free environment (glove box) and aliquoted immediately for use.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 97.0%
Chiral Purity (Chiral HPLC) ≥ 99.0% ee
Water Content (KF) ≤ 0.5%
Residual Solvents (GC) Meets ICH Q3C guidelines

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

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