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(S)-(-)-2,2'-Bis[Bis(3,5-Dimethylphenyl)Phosphino]-5,5',6,6',7,7',8,8'-Octahydro-1,1'-Binaphthyl CAS NO 190003-81-7


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CAS No.:190003-81-7

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(S)-(-)-2,2'-Bis[Bis(3,5-Dimethylphenyl)Phosphino]-5,5',6,6',7,7',8,8'-Octahydro-1,1'-Binaphthyl is a high-value, chiral bisphosphine ligand essential for creating asymmetric environments in catalytic reactions. Its rigid, electron-rich structure makes it a superior choice for achieving high enantioselectivity and reaction rates in critical synthetic transformations. This ligand is primarily sought by R&D and process chemists in the pharmaceutical, agrochemical, and fine chemical industries for the development of chiral active ingredients and intermediates.

Application

  • Asymmetric Hydrogenation: A premier ligand for the enantioselective reduction of prochiral olefins, enamines, and ketones, crucial for synthesizing chiral amines, amino acids, and alcohols.
  • Pharmaceutical Intermediate Synthesis: Used in the catalytic production of key chiral building blocks for active pharmaceutical ingredients (APIs), including cardiovascular, central nervous system, and antiviral drugs.
  • Agrochemical Manufacturing: Enables the asymmetric synthesis of chiral herbicides, fungicides, and pesticides, improving efficacy and environmental profile.
  • Cross-Coupling Reactions: Facilitates asymmetric versions of Suzuki-Miyaura, Heck, and other cross-coupling reactions to form C-C bonds with stereocontrol.
  • Academic & Industrial R&D: A vital tool for methodology development in academic laboratories and process optimization in industrial settings.
  • Fine Chemical Production: Applied in the manufacture of specialty flavors, fragrances, and advanced materials requiring high optical purity.

Basic Information

Item Details
Product Name (S)-(-)-2,2'-Bis[Bis(3,5-Dimethylphenyl)Phosphino]-5,5',6,6',7,7',8,8'-Octahydro-1,1'-Binaphthyl
CAS No. 190003-81-7
Molecular Formula C60H60P2
Molecular Weight 843.06 g/mol
Synonyms (S)-H8-BINAP(DM); (S)-5,5',6,6',7,7',8,8'-Octahydro-2,2'-bis[bis(3,5-dimethylphenyl)phosphino]-1,1'-binaphthyl; (S)-Octahydro-H8-BINAP(DM); (S)-H8-DM-BINAP; (S)-(-)-H8-BINAP(3,5-Me); (S)-2,2'-Bis(di-3,5-xylylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl; (S)-H8-BINAP(3,5-Me2); (S)-Octahydro-BINAP(DM)
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Quality Control

Our production of (S)-(-)-2,2'-Bis[Bis(3,5-Dimethylphenyl)Phosphino]-5,5',6,6',7,7',8,8'-Octahydro-1,1'-Binaphthyl adheres to stringent quality protocols to ensure high chemical purity and enantiomeric excess (ee), critical for reproducible catalytic performance. Each batch is characterized by advanced analytical techniques including NMR, HPLC, and chiral analysis. Certificates of Analysis (COA) detailing purity, assay, and enantiomeric ratio are provided with every shipment.

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 and light-sensitive. Allow the sealed container to reach ambient temperature before opening to minimize moisture condensation.

Specification

Item Specification
Appearance Off-white to pale yellow powder or crystals
Identification (IR) Conforms to structure
Purity (HPLC) ≥ 97.0%
Enantiomeric Excess (Chiral HPLC) ≥ 99.0% ee
Solubility Soluble in common organic solvents (Toluene, DCM, THF)

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

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