(1S,1′S,2R,2′R)-DuanPhos

CAS 795290-34-52RChemical Synthesis

(1S,1′S,2R,2′R)-DuanPhos (CAS: 795290-34-5) is a chiral phosphine ligand with the molecular formula C24H32P2 and a molecular weight of 382.46 g/mol. This compound is a key component in asymmetric synthesis, serving as a privileged ligand in various catalytic applications, particularly in enantioselective transformations. Its specific stereochemistry makes it valuable for creating chiral molecules with high optical purity.

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

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(1S,1′S,2R,2′R)-DuanPhos (2R) — chemical structure, CAS 795290-34-5; Chemistry, fine chemical supplied by Tech Serve Solutions

Asymmetric SynthesisChemical SynthesisChiral CatalystsLigandsand Reagents

01 /Applications

Asymmetric Hydrogenation

(1S,1′S,2R,2′R)-DuanPhos is recognised as a chiral phosphine ligand within the Chiral Quest portfolio, enabling asymmetric hydrogenation reactions. Its structure facilitates high enantioselectivity in these crucial synthetic steps.

Ketone Hydroacylation

This ligand serves as a crucial component in rhodium-catalyzed ketone hydroacylation reactions. It plays a vital role in directing the stereochemical outcome of the reaction, producing chiral products.

Conjugate Addition Reactions

As a cocatalyst, (1S,1′S,2R,2′R)-DuanPhos enhances the selectivity of rhodium-catalyzed conjugate addition reactions. It is particularly effective in the addition of arylboronic acids to 4-oxobutenamides.

02 /Properties

Molecular weight	382.46
Empirical formula	C24H32P2
Application	Chiral Quest Phosphine Ligands for Asymmetric Hydrogenation• Ligand in rhodium-catalyzed ketone hydroacylation1• Cocatalyst for highly selective rhodium-catalyzed conjugate addition reactions of 4-oxobutenamides with arylboronic acids2
Melting point	215-226 °C

03 /Safety & handling

Protective equipment	Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Water hazard class (WGK, DE)	3

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry

CAS number

795290-34-5

MDL number

MFCD11045432

05 /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.

06 /Frequently asked questions

What is (1S,1′S,2R,2′R)-DuanPhos primarily used for?

(1S,1′S,2R,2′R)-DuanPhos is primarily used as a chiral phosphine ligand in asymmetric synthesis, particularly for asymmetric hydrogenation, ketone hydroacylation, and conjugate addition reactions.

What is the CAS number and molecular formula for (1S,1′S,2R,2′R)-DuanPhos?

The CAS number is 795290-34-5, and the molecular formula is C24H32P2.

What grade and purity does Tech Serve Solutions supply?

Tech Serve Solutions supplies (1S,1′S,2R,2′R)-DuanPhos. The specific assay and grade are detailed in the product specifications. We do not represent this product as USP, BP, or EP grade unless explicitly stated.

How should (1S,1′S,2R,2′R)-DuanPhos be handled safely?

Safety precautions include wearing eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter should be used. Handle in a well-ventilated area. Refer to the Safety Data Sheet for comprehensive handling information.

Is (1S,1′S,2R,2′R)-DuanPhos a controlled substance?

The provided data does not indicate that (1S,1′S,2R,2′R)-DuanPhos is a controlled substance.

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

Tech Serve Solutions securely packs and exports chemicals globally, adhering to international shipping regulations for hazardous materials where applicable.