2,6-Bis((S)-4,5-dihydro-4-phenethyloxazol-2-yl)pyridine
2,6-Bis((S)-4,5-dihydro-4-phenethyloxazol-2-yl)pyridine (CAS 1012042-02-2) is a chiral pyridine-bis(oxazoline) (PyBOX) ligand with the molecular formula C27H27N3O2. Its specific stereochemistry and bidentate nitrogen coordination make it valuable in asymmetric synthesis. This compound is primarily employed as a ligand in metal-catalysed reactions, particularly for stereoselective transformations.
- IUPAC
- (S)-BnCH2-PyBox,(S,S)-2,6-Bis(4-benzylmethyl-2-oxazolin-2-yl)pyridine
- Synonyms
- 1012042-02-2C27H27N3O2(S)-BnCH2-PyBox(S,S)-2,6-Bis(4-benzylmethyl-2-oxazolin-2-yl)pyridine
Asymmetric Negishi Cross-Coupling
This PyBOX ligand is utilised in the asymmetric Negishi cross-coupling reaction of secondary allylic chlorides. It facilitates stereoselective bond formation, crucial for synthesising chiral molecules.
Chiral Ligand in Catalysis
As a chiral ligand, 2,6-Bis((S)-4,5-dihydro-4-phenethyloxazol-2-yl)pyridine can coordinate with various transition metals. This coordination forms catalytically active species capable of inducing enantioselectivity in organic transformations.
Privileged Ligand in Synthesis
The structural motif of this compound classifies it as a privileged ligand, suggesting broad applicability in developing new catalytic systems for complex molecule synthesis.
| Molecular weight | 425.52 |
|---|---|
| Empirical formula | C27H27N3O2 |
| Assay | 97% |
| Optical activity | [α]22/D −75, c = 1 in chloroform |
| Application | Ligand for asymmetric Negishi cross-coupling of secondary allylic chlorides1 |
| Melting point | 154-158 °C |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26 |
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 2,6-Bis((S)-4,5-dihydro-4-phenethyloxazol-2-yl)pyridine primarily used for?
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This compound is used as a chiral ligand, notably in asymmetric Negishi cross-coupling reactions and other stereoselective catalytic transformations.
What is the CAS number and molecular formula?
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The CAS number is 1012042-02-2, and the molecular formula is C27H27N3O2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this compound at a purity of 97%. It is supplied as a research-grade chemical and not intended for pharmaceutical, human, or veterinary use. It is not represented as USP, BP, EP, or other pharmacopoeia grade.
What are the safety and handling precautions for this chemical?
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This compound is a Warning substance, classified with hazards H315 (Causes skin irritation), H319 (Causes serious eye irritation), and H335 (May cause respiratory irritation). Appropriate personal protective equipment, including a dust mask (N95 US), eyeshields, and gloves, should be used. Handle only in a well-ventilated area. Refer to the Safety Data Sheet (SDS) for comprehensive information.
Is this product available for international export?
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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals, and this product can be exported internationally.
How can I request a quote or sample?
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To request a quote or a sample, please contact our sales department through the website or by calling our direct line. Specify the product name and CAS number (1012042-02-2).
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