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(R,R)-DACH-pyridyl Trost ligand

CAS 218290-24-5C18H20N4O2Chemical Synthesis

(R,R)-DACH-pyridyl Trost ligand (CAS 218290-24-5) is a chiral diamine derivative with the molecular formula C18H20N4O2 and a molecular weight of 324.38 g/mol. This privileged ligand plays a crucial role in asymmetric synthesis, particularly in palladium-catalyzed reactions. Its stereochemistry allows for high enantioselectivity in various transformations, making it invaluable for producing chiral molecules in pharmaceutical and fine chemical research and development.

IUPAC
(–)-N,N′-(1R,2R)-1,2-Diaminocyclohexanediylbis(2-pyridinecarboxamide)
Synonyms
C18H20N4O2(–)-N,N′-(1R,2R)-1,2-Diaminocyclohexanediylbis(2-pyridinecarboxamide)
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(R,R)-DACH-pyridyl Trost ligand (C18H20N4O2) — chemical structure, CAS 218290-24-5; Chemistry, fine chemical supplied by Tech Serve Solutions
Asymmetric SynthesisChemical SynthesisChiral CatalystsLigandsand ReagentsTrost Ligands
01 /Applications

Asymmetric Allylic Alkylation

This ligand is widely employed as a chiral auxiliary in asymmetric allylic alkylation reactions. It facilitates the formation of chiral carbon centers with high enantiomeric excess, a critical step in the synthesis of complex organic molecules.

Catalysis in Organic Synthesis

As a component of palladium catalysts, (R,R)-DACH-pyridyl Trost ligand enables highly enantioselective transformations. Its unique structure promotes stereocontrol, making it essential for creating chiral building blocks for drug discovery and materials science.

Synthesis of Pharmaceutical Intermediates

The ligand's ability to induce chirality makes it a valuable tool in the synthesis of enantiomerically pure pharmaceutical intermediates. It aids in constructing the specific stereoisomers required for biologically active compounds.

02 /Properties
Molecular weight324.38
Empirical formulaC18H20N4O2
Assay95%
Optical activity[α]20/D -97.0°, c = 1 in methanol
ApplicationAsymmetric allylic alkylation ligand.1,2,3,4
Melting point171-176 °C
03 /Identifiers & registry
CAS number
218290-24-5
MDL number
MFCD02684543
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-pyridyl Trost ligand used for?

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(R,R)-DACH-pyridyl Trost ligand is primarily used as a chiral ligand in asymmetric synthesis, particularly for asymmetric allylic alkylation reactions and other palladium-catalyzed transformations requiring high enantioselectivity.

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

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The CAS number for (R,R)-DACH-pyridyl Trost ligand is 218290-24-5, and its empirical formula (as provided in Hill notation) is C18H20N4O2.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies (R,R)-DACH-pyridyl Trost ligand with a minimum assay of 95%. This product is intended for research and laboratory use; TSS does not represent it as USP, BP, EP, or other pharmacopoeia grades.

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

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According to the provided safety data, (R,R)-DACH-pyridyl Trost ligand has a WGK Germany of 3, indicating it is hazardous. Handle with appropriate personal protective equipment in a well-ventilated area to avoid exposure. Please consult the Safety Data Sheet (SDS) for detailed handling and safety information.

How is this chemical packed and shipped?

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Tech Serve Solutions carefully packs and exports (R,R)-DACH-pyridyl Trost ligand in compliance with international shipping regulations for chemicals. Packaging is designed to maintain product integrity during transit.

How can I request a sample or quote?

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To request a sample or a quotation for (R,R)-DACH-pyridyl Trost ligand, please contact our sales team through the website or by phone, providing your contact details and the product CAS number (218290-24-5).

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