(S)-(+)-2-Oxo-4-phenyl-3-oxazolidineacetic acid
(S)-(+)-2-Oxo-4-phenyl-3-oxazolidineacetic acid (CAS: 99333-54-7; Formula: C11H11NO4; MW: 221.21) is a chiral auxiliary compound. It is primarily utilised in asymmetric synthesis, where it facilitates the creation of chiral molecules. The compound's structure allows for stereoselective reactions, making it valuable in the synthesis of complex organic compounds and pharmaceutical intermediates. Its specific applications leverage its ability to induce chirality in reaction products.
Asymmetric Synthesis
This compound serves as a chiral auxiliary, enabling the stereoselective synthesis of complex organic molecules. Its application is crucial in creating enantiomerically enriched products for pharmaceutical and fine chemical industries.
Chiral β-Lactam Synthesis
The chiral ketene derived from this oxazolidine derivative is used in the Staudinger reaction to produce chiral β-lactams. This methodology is a key route for accessing valuable cyclic structures.
Unnatural Dipeptide Synthesis
The synthetic strategies involving this compound have been extended to the preparation of unnatural dipeptides, offering access to novel peptide structures with potential therapeutic applications.
| Molecular weight | 221.21 |
|---|---|
| Empirical formula | C11H11NO4 |
| Assay | 98% |
| Optical activity | [α]28/D +165°, c = 2 in chloroform |
| Application | The chiral ketene derived from this product leads to chiral β-lactams via the Staudinger reaction.1 This strategy has been extended to prepare unnatural dipeptides.2 |
| Melting point | 103-105 °C(lit.) |
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 (S)-(+)-2-Oxo-4-phenyl-3-oxazolidineacetic acid primarily used for?
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(S)-(+)-2-Oxo-4-phenyl-3-oxazolidineacetic acid is used as a chiral auxiliary in asymmetric synthesis, notably in the preparation of chiral β-lactams and unnatural dipeptides.
What are the CAS number and chemical formula for this compound?
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The CAS number is 99333-54-7, and the empirical formula is C11H11NO4.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this compound at a purity of 98%. It is supplied as a research or technical grade chemical and is not represented as USP, BP, or EP.
How should (S)-(+)-2-Oxo-4-phenyl-3-oxazolidineacetic acid be handled?
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According to safety data, this compound has a GHS classification of Hazard Category 3 (WGK Germany), indicating it is hazardous to water. Appropriate personal protective equipment should be used, and it should be handled with care in a well-ventilated area, avoiding release into the environment.
Is (S)-(+)-2-Oxo-4-phenyl-3-oxazolidineacetic acid available for export?
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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals, including (S)-(+)-2-Oxo-4-phenyl-3-oxazolidineacetic acid, adhering to international shipping regulations.
How can I obtain a sample or quote for this chemical?
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To request a sample or a quotation, please contact the Tech Serve Solutions sales team through our website or by phone, providing the product name and CAS number.
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