(4S)-(+)-Phenyl-α-[(4S)-phenyloxazolidin-2-ylidene]-2-oxazoline-2-acetonitrile
(4S)-(+)-Phenyl-α-[(4S)-phenyloxazolidin-2-ylidene]-2-oxazoline-2-acetonitrile (CAS: 150639-33-1; C20H17N3O2; MW: 331.37) is a chiral ligand extensively utilised in asymmetric synthesis. Its structure facilitates bidentate coordination with metals, enabling highly enantioselective catalytic transformations. This compound is a key reagent for advancing stereoselective chemical processes, contributing to the efficient synthesis of complex molecules.
- IUPAC
- (S,S)-4-Phenyl-α-(4-phenyloxazolidin-2-ylidene)-2-oxazoline-2-acetonitrile
![(4S)-(+)-Phenyl-α-[(4S)-phenyloxazolidin-2-ylidene]-2-oxazoline-2-acetonitrile (C20H17N3O2) — chemical structure, CAS 150639-33-1; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F150639-33-1.png&w=3840&q=75)
Enantioselective Catalysis
This compound functions as an effective ligand in enantioselective catalysis, promoting the formation of specific stereoisomers. It readily forms stable bidentate coordination complexes with various metal centres.
Chiral Synthesis
Utilised in chiral synthesis, this oxazoline derivative plays a crucial role in directing the stereochemical outcome of reactions. Its ability to coordinate with metals is key to its efficacy in creating chiral products.
Ligand for Metal Complexes
The oxazoline nitrogen atoms exhibit a strong affinity for metals, allowing for the facile formation of bidentate coordination complexes. This property underpins its application in catalysis.
| Molecular weight | 331.37 |
|---|---|
| Empirical formula | C20H17N3O2 |
| Assay | 97% |
| Optical activity | [α]20/D +364°, c = 1 in chloroform |
| Application | Ligand for enantioselective catalysis. Easily forms bidentate coordination complexes due to the strong affinity of the oxazoline nitrogen for various metals.1,2,3 |
| Melting point | 146-148 °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 |
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 (4S)-(+)-Phenyl-α-[(4S)-phenyloxazolidin-2-ylidene]-2-oxazoline-2-acetonitrile used for?
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This compound is primarily used as a chiral ligand in enantioselective catalysis and asymmetric synthesis, facilitating stereoselective transformations by coordinating with metal centres.
What are the CAS number and formula for this chemical?
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The CAS number is 150639-33-1, and the empirical formula is C20H17N3O2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical with an assay of 97%. It is supplied as a research-grade chemical and not represented as USP, BP, EP, or any other pharmacopoeia standard.
What are the safety and handling precautions for this product?
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This compound is classified as an irritant. Handle with appropriate personal protective equipment, including a dust mask (type N95 US), eyeshields, and gloves. Ensure good ventilation and avoid breathing dust. Refer to the Safety Data Sheet for comprehensive handling information.
How is this chemical packed, shipped, and exported?
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Tech Serve Solutions professionally packs, handles, and exports chemicals globally, adhering to international shipping regulations for hazardous materials. Specific packing configurations are available upon request.
How can I request a sample or a quote?
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To request a sample or obtain a quote, please contact our sales team through the website or by phone, providing the product name and CAS number.
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