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(2S,3S)-(+)-2,3-Bis(Diphenylphosphino)Bicyclo[2.2.1]Heptane CAS NO 76740-45-9


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CAS No.:76740-45-9

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(2S,3S)-(+)-2,3-Bis(Diphenylphosphino)Bicyclo[2.2.1]Heptane CAS NO 76740-45-9 is a chiral, bidentate phosphine ligand widely recognized for its utility in asymmetric catalysis. Its rigid bicyclic framework and defined stereochemistry are critical for inducing high enantioselectivity in transition metal-catalyzed reactions. This compound is essential for researchers and process chemists in the pharmaceutical, agrochemical, and fine chemical industries who require precise stereocontrol for synthesizing chiral intermediates and active ingredients.

Application

  • Asymmetric Hydrogenation: A premier ligand for the enantioselective reduction of prochiral olefins, ketones, and imines, crucial for producing single-enantiomer pharmaceuticals.
  • Cross-Coupling Reactions: Facilitates asymmetric versions of Suzuki, Heck, and other C-C bond-forming reactions to create chiral biaryl structures.
  • Hydroformylation: Used in the asymmetric hydroformylation of alkenes to yield chiral aldehydes, valuable building blocks.
  • Pharmaceutical Intermediate Synthesis: Key catalyst component in the production of chiral drugs targeting CNS disorders, cardiovascular diseases, and infectious diseases.
  • Agrochemical Synthesis: Enables the production of enantiomerically pure herbicides, fungicides, and plant growth regulators.
  • Academic & Process R&D: A valuable tool for developing new catalytic methodologies and scaling up asymmetric processes.

Basic Information

Product Name (2S,3S)-(+)-2,3-Bis(Diphenylphosphino)Bicyclo[2.2.1]Heptane
CAS No. 76740-45-9
Molecular Formula C31H28P2
Molecular Weight 462.50 g/mol
Synonyms (+)-NORPHOS; (2S,3S)-NORPHOS; (1S,2S,3S,4S)-2,3-Bis(diphenylphosphino)bicyclo[2.2.1]heptane; (1S,4S)-2,3-Bis(diphenylphosphino)bicyclo[2.2.1]heptane; (2S,3S)-2,3-Bis(diphenylphosphino)norbornane; (S,S)-NORPHOS; NORPHOS ligand; Bicyclo[2.2.1]heptane-2,3-diylbis(diphenylphosphine), (2S,3S)-
EINECS Contact for details

Quality Control

Our (2S,3S)-(+)-NORPHOS is manufactured under strict quality systems to ensure batch-to-batch consistency and high chiral purity. Each lot is characterized by NMR, HPLC, and specific optical rotation analysis to confirm identity, chemical purity, and enantiomeric excess. A comprehensive Certificate of Analysis (COA) detailing all specifications is provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Due to its air-sensitive nature (easily oxidized), this material should be stored under an inert atmosphere (argon or nitrogen) in a cool, dry place. For long-term stability, storage at 2-8°C is recommended.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Purity (HPLC) ≥ 97.0%
Chiral Purity (ee) ≥ 99.0%
Specific Optical Rotation [α] +50.0° to +55.0° (c=1 in toluene)
Melting Point Contact for details

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

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