(−)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene

CAS 147253-67-65R)-2Chemical Synthesis

(−)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene (CAS: 147253-67-6), a chiral diphosphine ligand with the molecular formula C18H28P2 and a molecular weight of 306.36 g/mol. This compound is a highly efficient privileged ligand, belonging to the DuPhos/BPE class, extensively employed in asymmetric synthesis to achieve high enantioselectivity in various catalytic transformations. It is a key reagent for producing chiral molecules.

IUPAC: (2R,2’R,5R,5′R)-2,2′,5,5′-Tetramethyl-1,1′-(o-phenylene)diphospholane,(R,R)-Me-DUPHOS,(R,R)-Methyl-DUPHOS
Synonyms: (R,R)-Me-DUPHOS(R,R)-Methyl-DUPHOS(2R,2’R,5R,5′R)-2,2′,5,5′-Tetramethyl-1,1′-(o-phenylene)diphospholane

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(−)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene (5R)-2) — chemical structure, CAS 147253-67-6; Chemistry, fine chemical supplied by Tech Serve Solutions

Asymmetric SynthesisChemical SynthesisChiral CatalystsLigandsand ReagentsDuPhos/BPE

01 /Applications

Asymmetric Catalysis

This diphosphine ligand is instrumental in transition metal-catalyzed asymmetric reactions, facilitating the synthesis of enantiomerically enriched compounds. It is particularly effective in asymmetric hydrogenation and other related catalytic processes.

Chiral Ligand Synthesis

It serves as a crucial building block or functional ligand in the development and application of chiral catalysts. Its unique structure enables precise control over stereochemical outcomes in catalytic cycles.

Pharmaceutical Intermediate Synthesis

The enantioselective capabilities of this ligand are vital for the synthesis of complex chiral molecules, including active pharmaceutical ingredients (APIs) and their intermediates, where specific stereoisomers are required.

02 /Properties

Molecular weight	306.36
Empirical formula	C18H28P2
Application	DuPhos and BPE Ligands: Highly Efficient Privileged Ligands
Melting point	66-76 °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

147253-67-6

MDL number

MFCD00142336

Beilstein registry

4810602

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 (–)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene used for?

This compound is primarily used as a chiral ligand in asymmetric catalysis for the enantioselective synthesis of valuable chemical compounds, particularly in the pharmaceutical and fine chemical industries.

What is the CAS number and formula for this compound?

The CAS number is 147253-67-6, and the empirical formula is C18H28P2.

What grade and purity does Tech Serve Solutions supply?

Tech Serve Solutions supplies this compound as a research-grade chemical. We do not represent it as meeting USP, BP, EP, or any other pharmacopoeia standards.

What are the safety and handling considerations?

This compound is classified under WGK 3 in Germany. When handling, it is essential to wear eyeshields and gloves, and use a type N95 (US) or type P1 (EN143) respirator filter due to potential respiratory irritation.

How is this chemical packed and exported?

Tech Serve Solutions professionally packs and exports chemicals globally, adhering to all necessary regulations for safe transport and handling of fine chemicals.