(1R,1′R,2S,2′S)-DuanPhos

CAS 528814-26-82SChemical Synthesis

(1R,1′R,2S,2′S)-DuanPhos (CAS: 528814-26-8) is a chiral phosphine ligand with the molecular formula C24H32P2 and a molecular weight of 382.46. This compound is a key component in asymmetric synthesis, particularly in rhodium-catalyzed reactions. Its primary applications involve enabling the stereoselective preparation of various complex organic molecules, including amines, amino alcohols, and ketones, which are valuable intermediates in pharmaceutical research and development.

IUPAC: (1R,1′R,2S,2′S)-2,2′-Di-tert-butyl-2,3,2′,3′-tetrahydro-1H,1′H-(1,1′)biisophosphindolyl
Synonyms: 2'-S)-DuanPhos,528814-26-8, C24H32P2, (1R,1′R,2S,2′S)-2,2′-Di-tert-butyl-2,3,2′,3′-tetrahydro-1H,1′H-(1,1′)biisophosphindolyl

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(1R,1′R,2S,2′S)-DuanPhos (2S) — chemical structure, CAS 528814-26-8; Chemistry, fine chemical supplied by Tech Serve Solutions

Asymmetric SynthesisChemical SynthesisChiral CatalystsLigandsand Reagents

01 /Applications

Stereoselective Synthesis of Cyano-substituted Dihydropyrroles

DuanPhos is employed as a catalytic ligand for the stereoselective synthesis of cyano-substituted dihydropyrroles through the annulation of cyanoallenes.

Enantioselective Intermolecular Hydroacylation of Alkynes

This ligand facilitates rhodium-catalyzed intermolecular enantioselective hydroacylation of alkynes, yielding alpha- and beta-substituted unsaturated ketones via kinetic resolution.

Stereoselective Preparation of β-Amino Nitriles

It is used in the stereoselective preparation of β-amino nitriles through rhodium-catalyzed asymmetric hydrogenation of amino acrylonitriles.

Stereoselective Preparation of anti-1,3-Amino Alcohols

DuanPhos enables the stereoselective preparation of anti-1,3-amino alcohols by facilitating the rhodium-catalyzed asymmetric hydrogenation of β-ketoenamide intermediates.

Stereoselective Preparation of Acetylaminoindane

The ligand is applied in the stereoselective preparation of acetylaminoindane via rhodium-catalyzed asymmetric hydrogenation of acetylaminoindene.

02 /Properties

Molecular weight	382.46
Empirical formula	C24H32P2
Optical activity	[α]20/D +18°, c = 1 in chloroform
Application	Chiral Quest Phosphine Ligands for Asymmetric HydrogenationCatalytic ligand used for:• Stereoselective synthesis of cyano-substituted dihydropyrroles by annulation of cyanoallenes1• Rhodium-catalyzed intermolecular enantioselective hydroacylation of alkynes to give alpha- and beta-substituted unsaturated ketones by kinetic resolution2• Stereoselective preparation of β-amino nitriles via rhodium-catalyzed asymmetric hydrogenation of amino acrylonitriles3• Stereoselective preparation of anti-1,3-amino alcohols via rhodium-catalyzed asymmetric hydrogenation of β-ketoenamide intermediates4• Stereoselective preparation of acetylaminoindane via rhodium-catalyzed asymmetric hydrogenation of acetylaminoindene5
Melting point	214-246 °C

03 /Identifiers & registry

CAS number

528814-26-8

PubChem substance

24884305

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 (1R,1′R,2S,2′S)-DuanPhos used for?

DuanPhos is primarily used as a chiral phosphine ligand in asymmetric synthesis, particularly for rhodium-catalyzed stereoselective reactions such as hydrogenation and hydroacylation.

What is the CAS number and formula for DuanPhos?

The CAS number for DuanPhos is 528814-26-8, and its empirical formula is C24H32P2.

What grade and purity does Tech Serve Solutions supply for (1R,1′R,2S,2′S)-DuanPhos?

Tech Serve Solutions supplies (1R,1′R,2S,2′S)-DuanPhos as a research-grade chemical. The specific purity is not detailed, and TSS does not represent it as USP, BP, or EP grade.

What are the safety and handling considerations for DuanPhos?

DuanPhos is classified under WGK 2 in Germany, indicating it is hazardous to water. Standard laboratory safety precautions should be followed, including using appropriate personal protective equipment and handling in a well-ventilated area.

How is (1R,1′R,2S,2′S)-DuanPhos packaged and shipped?

Tech Serve Solutions can export and ship (1R,1′R,2S,2′S)-DuanPhos globally, adhering to all relevant shipping regulations for chemical compounds.

How can I request a quote or sample for (1R,1′R,2S,2′S)-DuanPhos?

To request a quote or a sample of (1R,1′R,2S,2′S)-DuanPhos, please contact our sales team through the website or by phone, providing your specific requirements and shipping details.