2,6-Bis[(3aS,8aR)-3a,8a-dihydro-8H-indeno[1,2-d]oxazolin-2-yl]pyridine
2,6-Bis[(3aS,8aR)-3a,8a-dihydro-8H-indeno[1,2-d]oxazolin-2-yl]pyridine (CAS: 185346-09-2) is a chiral pyridine-based ligand with the empirical formula C25H19N3O2 and a molecular weight of 393.44 g/mol. This compound is primarily utilised as a ligand in asymmetric synthesis, forming metal complexes that act as catalysts in various enantioselective reactions. Its structure facilitates precise control over stereochemistry in organic transformations.
- IUPAC
- (3aS,3′aS,8aR,8′aR)-2,2′-(2,6-Pyridinediyl)bis[3a,8a-dihydro-8H-indeno[1,2-d]oxazole,(3aS,8aR)-in-pybox
- Synonyms
- 8a-dihydro-8H-indeno[1,2-d]oxazolin-2-yl]pyridine185346-09-2C25H19N3O2(3aS,3′aS,8aR,8′aR)-2,2′-(2,6-Pyridinediyl)bis[3a,8a-dihydro-8H-indeno[1,2-d]oxazole,(3aS,8aR)-in-pybox
![2,6-Bis[(3aS,8aR)-3a,8a-dihydro-8H-indeno[1,2-d]oxazolin-2-yl]pyridine (8aR)-3a) — chemical structure, CAS 185346-09-2; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F185346-09-2.png&w=3840&q=75)
Chiral Catalyst Component
Serves as a crucial ligand in the synthesis of chiral ruthenium(II)-pybox complexes, which are effective catalysts for intramolecular C-H amination. This enables the stereoselective formation of new chemical bonds.
Enantioselective Indole Functionalisation
Used in the preparation of bis(oxazolinylpyridine)-scandium(III) triflate complex catalysts. These catalysts are employed for the enantioselective addition of pyrroles to indoles, a key transformation in medicinal chemistry.
Synthesis of Novel Ligand Architectures
Involved in the synthesis of chiral N,N,N-tridentate ligands such as pybos and pyboxazine. These advanced ligands offer unique coordination properties for catalytic applications.
| Molecular weight | 393.44 |
|---|---|
| Empirical formula | C25H19N3O2 |
| Optical activity | [α]20/D -375°, c = 1 in dichloromethane (typical) |
| Application | Reactant involved in synthesis of:• Chiral ruthenium(II)-pybox complexes for use as intramolecular C-H amination catalysts1• Bis(oxazolinyl_pyridine-scandium(III) triflate complex catalyst for enantioselective addition of pyrroles to indoles2• Chiral N,N,N-tridentate pybos and pyboxazine ligands3 |
| Melting point | 276-281 °C |
Hazard statements
- H413May cause long-lasting harmful effects to aquatic life
| 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 2,6-Bis[(3aS,8aR)-3a,8a-dihydro-8H-indeno[1,2-d]oxazolin-2-yl]pyridine used for?
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This compound is primarily used as a chiral ligand in asymmetric synthesis for the creation of enantioselective catalysts, particularly for reactions like C-H amination and the addition of pyrroles to indoles.
What are the CAS number and formula for this chemical?
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The CAS number is 185346-09-2, and the empirical formula is C25H19N3O2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical for research and laboratory use. The specific grade and purity are detailed in the product specifications. We do not represent this product as meeting USP, BP, EP, or other pharmacopoeial standards unless explicitly stated.
How should 2,6-Bis[(3aS,8aR)-3a,8a-dihydro-8H-indeno[1,2-d]oxazolin-2-yl]pyridine be handled?
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This compound is classified with H413 (May cause long lasting harmful effects to aquatic life). Handle with appropriate personal protective equipment in a well-ventilated area to avoid exposure. Consult the Safety Data Sheet (SDS) for detailed handling and safety precautions.
Can Tech Serve Solutions export this chemical?
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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals, pharmaceutical intermediates, and laboratory reagents.
How can I request a quote or sample?
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Please contact our sales team via the website or telephone to request a quotation or a sample for evaluation.
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