2,6-Bis[(4S)-4-phenyl-2-oxazolinyl]pyridine
2,6-Bis[(4S)-4-phenyl-2-oxazolinyl]pyridine (CAS 174500-20-0), with the molecular formula C23H19N3O2, is a chiral pyridine-based bis(oxazoline) ligand. This compound is extensively utilised as a privileged ligand in asymmetric synthesis, playing a crucial role in enantioselective catalysis. Its defined stereochemistry enables the generation of chiral products with high optical purity, making it an indispensable tool in modern organic chemistry for the synthesis of complex molecules.
- IUPAC
- (S,S)-2,6-Bis(4,5-dihydro-4-phenyl-2-oxazolyl)pyridine,(S,S)-2,6-Bis(4-phenyl-2-oxazolinyl)pyridine
- Synonyms
- (S,S)-2,6-Bis(4,5-dihydro-4-phenyl-2-oxazolyl)pyridine(S,S)-2,6-Bis(4-phenyl-2-oxazolinyl)pyridine
![2,6-Bis[(4S)-4-phenyl-2-oxazolinyl]pyridine (C23H19N3O2) — chemical structure, CAS 174500-20-0; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F174500-20-0.png&w=3840&q=75)
Asymmetric Catalysis
This compound serves as a highly effective chiral ligand in various metal-catalyzed asymmetric reactions, promoting high enantioselectivity. It is particularly valuable in reactions such as asymmetric cyclopropanation, Diels-Alder reactions, and conjugate additions, facilitating the synthesis of enantiomerically pure compounds.
Chiral Synthesis
As a key component in chiral auxiliary strategies and chiral ligand design, it enables the stereoselective construction of complex organic molecules. Its application is vital in pharmaceutical and fine chemical synthesis where specific stereoisomers are required.
Ligand Development
The pyridine-bis(oxazoline) scaffold represents a class of privileged ligands known for their versatility and efficacy. This compound is instrumental in exploring new catalytic systems and optimising existing enantioselective transformations.
| Molecular weight | 369.42 |
|---|---|
| Empirical formula | C23H19N3O2 |
| Assay | 98% |
| Optical activity | [α]20/D −224°, c = 1 in chloroform |
| Melting point | 171-175 °C(lit.) |
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) | 26-36/37/39 |
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[(4S)-4-phenyl-2-oxazolinyl]pyridine used for?
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2,6-Bis[(4S)-4-phenyl-2-oxazolinyl]pyridine is primarily used as a chiral ligand in asymmetric synthesis and enantioselective catalysis.
What is the CAS number and formula for this chemical?
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The CAS number is 174500-20-0, and the empirical formula is C23H19N3O2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical with an assay of 98%. We do not represent it as USP, BP, EP, or any pharmacopoeia grade unless explicitly stated in the product documentation.
How should 2,6-Bis[(4S)-4-phenyl-2-oxazolinyl]pyridine be handled safely?
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Handle with appropriate personal protective equipment including a dust mask (type N95 US), eyeshields, and gloves. Avoid breathing dust. In case of contact with eyes, rinse cautiously with water for several minutes and seek medical advice.
Is this product suitable for international export?
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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals and laboratory reagents, capable of shipping this product worldwide.
How can I request a sample or quote for 2,6-Bis[(4S)-4-phenyl-2-oxazolinyl]pyridine?
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To request a sample or a quote, please use the contact form on our website or call our sales department, providing the product name and CAS number (174500-20-0).
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