(S)-(−)-(6,6′-Dimethoxybiphenyl-2,2′-diyl)bis(diphenylphosphine)
(S)-(−)-(6,6′-Dimethoxybiphenyl-2,2′-diyl)bis(diphenylphosphine), CAS 133545-17-2, is a chiral phosphine ligand with a molecular weight of 582.61 g/mol. This atropisomeric MeOBIPHEP ligand is instrumental in asymmetric synthesis, particularly in catalysing C–C coupling reactions and enantioselective hydrogenations. It functions as a key component in palladium-catalyzed reactions, enabling precise stereochemical control in complex organic transformations.
- IUPAC
- (S)-(−)-2,2′-Bis(diphenylphosphino)-6,6′-dimethoxy-1,1′-biphenyl,(S)-(−)-MeO-BIPHEP,SL-A101-2
- Synonyms
- 133545-17-2C38H32O2P2(S)-(−)-2,2′-Bis(diphenylphosphino)-6,6′-dimethoxy-1,1′-biphenyl(S)-(−)-MeO-BIPHEPSL-A101-2
Asymmetric Catalysis
Serves as a chiral ligand in palladium-catalyzed reactions, facilitating enantioselective transformations such as C–C coupling and hydrogenation with high stereocontrol.
Palladium-Catalyzed Reactions
Employed as a ligand in palladium catalysis for intricate organic synthesis, including intramolecular allylic alkylation of unsaturated amides.
Chiral Synthesis
Enables the synthesis of enantiomerically pure compounds, crucial for pharmaceutical and fine chemical industries, through its unique atropisomeric structure.
| Molecular weight | 582.61 |
|---|---|
| Empirical formula | C38H32O2P2 |
| Assay | ≥97% |
| Optical purity | ee: ≥99% |
| Application | Atropisomeric MeOBIPHEP ligands• C–C coupling reactions1• Ligand for palladium-catalyzed intramolecular allylic alkylation of unsaturated amides2• Enantioselective hydrogenation of a-amino- |
| 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 (S)-(−)-(6,6′-Dimethoxybiphenyl-2,2′-diyl)bis(diphenylphosphine) used for?
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(S)-(−)-(6,6′-Dimethoxybiphenyl-2,2′-diyl)bis(diphenylphosphine) is primarily used as a chiral ligand in asymmetric synthesis, particularly for palladium-catalyzed C–C coupling reactions and enantioselective hydrogenations.
What is the CAS number and formula for (S)-(−)-(6,6′-Dimethoxybiphenyl-2,2′-diyl)bis(diphenylphosphine)?
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The CAS number is 133545-17-2, and the empirical formula is C38H32O2P2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this compound with an assay of ≥97% and an optical purity of ee: ≥99%. This product is not represented as USP, BP, or EP grade.
What are the safety and handling considerations for this chemical?
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This chemical requires the use of eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter is recommended. It is classified under WGK Germany 3, indicating a high hazard to water.
Is this chemical available for export?
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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals and reagents.
How can I request a quote or sample?
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Please contact our sales team via the website to request a quote or a sample for this product.
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