(R)-C3-TunePhos
(R)-C3-TunePhos (CAS: 301847-89-2), a chiral diphosphine ligand with the molecular formula C39H32O2P2 and a molecular weight of 594.62 g/mol, is a highly effective catalyst for asymmetric synthesis. It is recognised for its ability to achieve comparable or superior enantioselectivities to BINAP in various ruthenium-catalysed hydrogenation reactions, including those involving β-keto esters and α-phthalimide ketones.
- IUPAC
- (R)-1,13-Bis(diphenylphosphino)-7,8-dihydro-6H-dibenzo[f,h][1,5]dioxonin
Asymmetric Hydrogenation of β-Keto Esters
Utilised as a chiral ligand in Ru-catalysed asymmetric hydrogenation, (R)-C3-TunePhos provides high enantioselectivities for the reduction of β-keto esters to valuable chiral alcohols.
Synthesis of Chiral Acylaminoacrylates
This ligand facilitates the enantioselective hydrogenation of cyclic β-(acylamino)acrylates, a key transformation for synthesising chiral amino acid derivatives and pharmaceutical intermediates.
Reduction of α-Phthalimide Ketones
(R)-C3-TunePhos demonstrates efficacy in the Ru-catalysed asymmetric hydrogenation of α-phthalimide ketones, yielding chiral amines with high enantiopurity.
| Molecular weight | 594.62 |
|---|---|
| Empirical formula | C39H32O2P2 |
| Optical activity | [α]20/D -252±5°, c = 1 in chloroform |
| Application | Provides comparable or superior enantioselectivities and catalytic abilities to BINAP in Ru-catalyzed asymmetric hydrogenations of β-keto esters,6 cyclic β-(acylamino)acrylates7 and α-phthalimide ketones.8 |
| Melting point | 153-161 °C(lit.) |
| 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.
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)-C3-TunePhos used for?
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(R)-C3-TunePhos is primarily used as a chiral ligand in asymmetric synthesis, particularly for ruthenium-catalysed hydrogenation reactions, offering high enantioselectivities in the synthesis of chiral alcohols, amines, and other valuable intermediates.
What are the CAS number and formula for (R)-C3-TunePhos?
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The CAS number for (R)-C3-TunePhos is 301847-89-2, and its empirical formula is C39H32O2P2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (R)-C3-TunePhos as a research-grade chemical. We do not represent it as meeting USP, BP, EP, or other pharmacopoeial standards.
How should (R)-C3-TunePhos be handled and stored?
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Handle (R)-C3-TunePhos with appropriate personal protective equipment, including eyeshields and gloves. A respirator filter suitable for P1 (EN143) or N95 (US) may be required. It has a GHS hazard classification of WGK 3 in Germany, indicating it is hazardous to water. Store in a cool, dry place, away from incompatible materials.
Is (R)-C3-TunePhos a controlled substance?
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The provided data does not indicate that (R)-C3-TunePhos is a controlled substance.
How is (R)-C3-TunePhos packed, shipped, and exported?
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Tech Serve Solutions packs, ships, and exports (R)-C3-TunePhos in compliance with all relevant international regulations for chemical transport. Specific packaging details are available upon request.
How can I request a sample or quote for (R)-C3-TunePhos?
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To request a sample or a quote for (R)-C3-TunePhos, please contact our sales department through the TSS website or by calling us directly.
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