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(S)-(-)-4-[2-(Diphenylphosphino)-1-Naphthalenyl]-n-[(R)-1-Phenylethoxy]Phthalazine CAS NO 828927-94-2


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CAS No.:828927-94-2

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(S)-(-)-4-[2-(Diphenylphosphino)-1-Naphthalenyl]-n-[(R)-1-Phenylethoxy]Phthalazine is a high-value, chiral phosphine-oxazoline (PHOX) ligand, a cornerstone in asymmetric catalysis. Its precise stereochemistry is critical for inducing high enantioselectivity in transition metal-catalyzed reactions, directly impacting the efficiency and cost-effectiveness of producing single-enantiomer compounds. This ligand is essential for R&D chemists and process engineers in the pharmaceutical, agrochemical, and fine chemical industries who require reliable, high-performance catalysts for complex synthetic transformations.

Application

  • Asymmetric Hydrogenation: A key ligand for the enantioselective reduction of prochiral olefins, enamines, and ketones, crucial for synthesizing chiral pharmaceutical intermediates.
  • Asymmetric C-C Bond Formation: Employed in reactions such as Heck couplings, Suzuki-Miyaura cross-couplings, and allylic alkylations to construct complex molecular architectures with high stereocontrol.
  • Pharmaceutical Intermediate Synthesis: Enables the production of single-enantiomer active pharmaceutical ingredients (APIs) for drugs targeting CNS disorders, cardiovascular diseases, and infectious diseases.
  • Agrochemical Development: Used in the synthesis of chiral herbicides, fungicides, and pesticides where biological activity is often enantiomer-specific.
  • Academic & Industrial R&D: A vital tool for methodology development and exploring new catalytic cycles in academic laboratories and corporate R&D centers.
  • Process Chemistry Optimization: Implemented in scale-up and process optimization to improve yield, selectivity, and sustainability of manufacturing routes.

Basic Information

Product Name (S)-(-)-4-[2-(Diphenylphosphino)-1-Naphthalenyl]-n-[(R)-1-Phenylethoxy]Phthalazine
CAS No. 828927-94-2
Molecular Formula C38H29N2OP
Molecular Weight 560.62 g/mol
Synonyms (S)-(-)-4-[2-(Diphenylphosphino)-1-naphthyl]-N-[(R)-1-phenylethoxy]phthalazine; (S,R)-PHOX Ligand; (S)-(-)-4-[2-(Diphenylphosphino)-1-naphthalenyl]-N-[(R)-1-phenylethoxy]phthalazine; (S,R)-4-[2-(Diphenylphosphino)-1-naphthyl]-N-[(R)-1-phenylethoxy]phthalazine; (S,R)-Phox; PHOX Ligand (S,R); Asymmetric PHOX Ligand; Chiral Phosphine-Oxazoline Ligand
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Quality Control

Every batch of our chiral ligands undergoes rigorous analytical testing to ensure identity, purity, and enantiomeric excess meet the stringent requirements of catalysis research and process development. We provide comprehensive Certificates of Analysis (COA) detailing key parameters such as assay, chiral purity, and residual metal content. Our quality systems are designed to support cGMP and ISO standards for traceability and consistency, ensuring reliable performance in your most critical synthetic applications.

Storage

Preserve in a tightly closed container, protected from light. Store under an inert atmosphere (e.g., nitrogen or argon) at a controlled room temperature (15-25°C). This compound is easily oxidized and light-sensitive; prolonged exposure to air or light may degrade performance. Keep the container sealed in a cool, dry, and well-ventilated place.

Specification

Item Specification
Appearance Off-white to pale yellow crystalline powder
Identification (IR) Conforms to structure
Purity (HPLC) ≥ 97.0%
Enantiomeric Excess (Chiral HPLC) ≥ 99.0% ee
Loss on Drying ≤ 0.5%
Residual Solvents (GC) Meets ICH guidelines
Trace Metals (ICP-MS) ≤ 50 ppm total

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

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