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(R,R)-DACH-naphthyl Trost ligand

CAS 174810-09-4C52H44N2O2P2Chemical Synthesis

(R,R)-DACH-naphthyl Trost ligand (CAS: 174810-09-4) is a high-purity chiral diphosphine ligand with the molecular formula C52H44N2O2P2 and a molecular weight of 790.87 g/mol. It is a specialised organophosphorus compound renowned for its efficacy as a ligand in asymmetric catalysis, particularly in palladium-catalysed reactions such as asymmetric allylic alkylation. This privileged ligand enables the synthesis of enantiomerically enriched products.

IUPAC
(1R,2R)-(+)-1,2-Diaminocyclohexane-N,N′-bis(2-diphenylphosphino-1-naphthoyl)
Synonyms
C52H44N2O2P2(1R,2R)-(+)-1,2-Diaminocyclohexane-N,N′-bis(2-diphenylphosphino-1-naphthoyl)
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(R,R)-DACH-naphthyl Trost ligand (C52H44N2O2P2) — chemical structure, CAS 174810-09-4; Chemistry, fine chemical supplied by Tech Serve Solutions
Asymmetric SynthesisChemical SynthesisChiral CatalystsLigandsand ReagentsTrost Ligands
01 /Applications

Asymmetric Allylic Alkylation

This ligand is primarily employed as a chiral auxiliary in palladium-catalysed asymmetric allylic alkylation reactions. It facilitates the stereoselective formation of new carbon-carbon bonds, leading to enantiomerically enriched products crucial for pharmaceuticals and fine chemicals.

Chiral Synthesis

As a privileged chiral ligand, it is instrumental in asymmetric synthesis, enabling chemists to control stereochemistry in complex molecular architectures. Its unique structure promotes high enantioselectivity in various catalytic transformations.

Ligand for Palladium Catalysis

It serves as an essential component in homogeneous catalysis, forming active palladium complexes. These complexes are highly effective in promoting challenging cross-coupling and functionalisation reactions with excellent stereocontrol.

02 /Properties
Molecular weight790.87
Empirical formulaC52H44N2O2P2
Assay95%
Optical activity[α]20/D +69.0°, c = 1 in methanol
ApplicationAsymmetric allylic alkylation ligand.1,2,3,4
Melting point224-231 °C
03 /Identifiers & registry
CAS number
174810-09-4
MDL number
MFCD02684551
04 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

05 /Frequently asked questions

What is (R,R)-DACH-naphthyl Trost ligand used for?

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(R,R)-DACH-naphthyl Trost ligand is primarily used as a chiral ligand in asymmetric catalysis, particularly for palladium-catalyzed asymmetric allylic alkylation reactions, enabling the synthesis of enantiomerically enriched compounds.

What is the CAS number and molecular formula for (R,R)-DACH-naphthyl Trost ligand?

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The CAS number for (R,R)-DACH-naphthyl Trost ligand is 174810-09-4, and its molecular formula is C52H44N2O2P2.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies (R,R)-DACH-naphthyl Trost ligand with an assay of 95%. This product is typically supplied for research and chemical synthesis purposes and is not represented as USP, BP, or EP grade.

How should (R,R)-DACH-naphthyl Trost ligand be handled?

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This compound is classified as hazardous. According to GHS, it is harmful if swallowed and causes skin irritation. Appropriate personal protective equipment, including gloves and eye protection, should be worn. Handle in a well-ventilated area or fume hood to avoid inhalation. Refer to the Safety Data Sheet for detailed handling and storage instructions.

Is (R,R)-DACH-naphthyl Trost ligand a controlled substance?

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Based on the provided data, there is no indication that (R,R)-DACH-naphthyl Trost ligand is a controlled substance.

How can I request a sample or quote for (R,R)-DACH-naphthyl Trost ligand?

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To request a sample or a quote for (R,R)-DACH-naphthyl Trost ligand, please use the contact form on our website or email our sales department, providing your specific requirements and shipping details.

How is (R,R)-DACH-naphthyl Trost ligand packed and shipped?

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Our products are carefully packed in appropriate containers to ensure stability and safety during transit. (R,R)-DACH-naphthyl Trost ligand is exported globally by Tech Serve Solutions, adhering to all relevant shipping regulations for chemical substances.

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