(R)-(+)-(6,6′-Dimethoxybiphenyl-2,2′-diyl)bis(diphenylphosphine)
(R)-(+)-(6,6′-Dimethoxybiphenyl-2,2′-diyl)bis(diphenylphosphine), CAS 133545-16-1, is a key chiral phosphine ligand belonging to the MeOBIPHEP family. With a molecular weight of 582.61 g/mol, this atropisomeric ligand is essential in asymmetric synthesis. It is widely employed in catalysing reactions such as hydrogenation of functionalised ketones and heteroarenes, and various C–C coupling reactions, enabling the production of enantiomerically enriched compounds.
- IUPAC
- (R)-(+)-2,2′-Bis(diphenylphosphino)-6,6′-dimethoxy-1,1′-biphenyl,(R)-(+)-MeO-BIPHEP,SL-A101-1
- Synonyms
- 133545-16-1C38H32O2P2(R)-(+)-2,2′-Bis(diphenylphosphino)-6,6′-dimethoxy-1,1′-biphenyl(R)-(+)-MeO-BIPHEPSL-A101-1
Asymmetric Hydrogenation
This atropisomeric MeOBIPHEP ligand is highly effective in the enantioselective hydrogenation of α- and β-functionalised ketones, as well as various heteroarenes. It facilitates the synthesis of chiral alcohols and other valuable intermediates with high optical purity.
C–C Coupling Reactions
The compound serves as a crucial ligand in palladium-catalysed C–C coupling reactions. Its application enables stereoselective bond formation, contributing to the efficient synthesis of complex organic molecules.
Chiral Catalyst Development
As a privileged ligand, it is instrumental in the development of sophisticated chiral catalysts. These catalysts are vital for numerous asymmetric transformations in organic synthesis, particularly in the pharmaceutical industry.
| Molecular weight | 582.61 |
|---|---|
| Empirical formula | C38H32O2P2 |
| Assay | ≥97% |
| Optical purity | ee: ≥99% |
| Application | Atropisomeric MeOBIPHEP ligands• Hydrogenation of α- and β-functionalized ketones1• Hydrogenation of heteroarenes2• C–C coupling reactions3 |
| 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.
| Greener Alternative Product Characteristics | Catalysis |
|---|
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.
What is (R)-(+)-(6,6′-Dimethoxybiphenyl-2,2′-diyl)bis(diphenylphosphine) used for?
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This compound is primarily used as a chiral phosphine ligand in asymmetric synthesis, particularly for hydrogenation of functionalised ketones and heteroarenes, and in C–C coupling reactions.
What are the CAS number and formula for this compound?
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The CAS number is 133545-16-1, and the empirical formula (Hill notation) is C38H32O2P2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical with an assay of ≥97% and an optical purity (ee) of ≥99%. It is supplied as a research or technical grade material and is not represented as USP, BP, or EP.
What are the safety and handling precautions?
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According to GHS classification, this compound has a WGK Germany rating of 3. Recommended personal protective equipment includes eyeshields, gloves, and a type N95 (US) or type P1 (EN143) respirator filter.
How is this chemical packed, shipped, or exported?
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As a specialist global supplier, Tech Serve Solutions ensures appropriate packaging and handles the export of fine chemicals, including this compound, adhering to all relevant international regulations.
How can I request a sample or a quote for this chemical?
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Please contact our sales team directly via the website to request a sample or obtain a quotation for (R)-(+)-(6,6′-Dimethoxybiphenyl-2,2′-diyl)bis(diphenylphosphine).
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