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(S)-(+)-(3,5-Dioxa-4-Phosphacyclohepta[2,1-A,3,4-A']Dinaphthalen-4-Yl)Bis[(1R)-1-(1-Naphthalenyl)Ethyl]Amine CAS NO 342813-25-6


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CAS No.:342813-25-6

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(S)-(+)-(3,5-Dioxa-4-Phosphacyclohepta[2,1-A,3,4-A']Dinaphthalen-4-Yl)Bis[(1R)-1-(1-Naphthalenyl)Ethyl]Amine is a sophisticated chiral phosphine-oxazoline (PHOX) ligand, a cornerstone in modern asymmetric catalysis. Its value lies in enabling highly enantioselective transformations, crucial for producing single-isomer intermediates in pharmaceutical and fine chemical synthesis. This compound is essential for research chemists and process development scientists in the pharmaceutical, agrochemical, and specialty chemical industries who require precise stereochemical control in metal-catalyzed reactions such as hydrogenations and cross-couplings.

Application

  • As a chiral ligand for asymmetric hydrogenation of olefins, ketones, and imines.
  • Catalyst component in enantioselective cross-coupling reactions (e.g., Suzuki-Miyaura, Heck).
  • Key reagent in the synthesis of pharmaceutical intermediates requiring high enantiomeric purity.
  • Use in academic and industrial R&D for developing new catalytic methodologies.
  • Production of agrochemicals and flavors & fragrances where chirality impacts biological activity or sensory profile.
  • As a reference standard for analytical method development and quality control of chiral compounds.

Basic Information

Product Name (S)-(+)-(3,5-Dioxa-4-Phosphacyclohepta[2,1-A,3,4-A']Dinaphthalen-4-Yl)Bis[(1R)-1-(1-Naphthalenyl)Ethyl]Amine
CAS No. 342813-25-6
Molecular Formula C45H36NO2P
Molecular Weight 653.75 g/mol
Synonyms (S)-BINAPHOX; (S)-2-[(R)-1-(Naphthalen-1-yl)ethyl]-4,5-bis[(R)-1-(naphthalen-1-yl)ethyl]-4,5-dihydrooxazol-4-yl-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine; (S)-PHOX-BINAPHANE Ligand; (S)-(+)-4,5-Bis[(1R)-1-(1-naphthyl)ethyl]-2-[(1R)-1-(1-naphthyl)ethyl]-4,5-dihydrooxazol-4-yl-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine; (S)-BINAPHANE-PHOX; Chiral PHOX Ligand 342813-25-6
EINECS Contact for details

Quality Control

Every batch of our chiral ligands undergoes rigorous quality testing to ensure identity, purity, and enantiomeric excess meet the stringent requirements of catalytic applications. Standard analytical techniques include HPLC, NMR, and chiral analysis. A comprehensive Certificate of Analysis (COA) detailing all specifications is provided with each shipment. Our quality management system supports compliance with cGMP and ISO standards for research and development materials.

Storage

Preserve in a tightly closed container, protected from light. Store under an inert atmosphere (e.g., nitrogen or argon) at 2-8°C or as specified on the label. Due to its hygroscopic and easily oxidized nature, the container should be allowed to reach room temperature before opening to minimize moisture ingress and oxidation. Keep away from strong acids and oxidizing agents.

Specification

Item Specification
Appearance White to off-white solid
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 97.0%
Enantiomeric Excess (Chiral HPLC) ≥ 99.0%
Water Content (KF) ≤ 0.5%
Residue on Ignition ≤ 0.1%

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

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