(S)-(−)-4-Oxo-2-azetidinecarboxylic acid
(S)-(−)-4-Oxo-2-azetidinecarboxylic acid (CAS: 16404-94-7; C4H5NO3; MW: 115.09) is a chiral lactam and a key organic building block. This compound is primarily utilised in asymmetric synthesis, serving as an important intermediate for the development of various pharmacologically active molecules. Its structure makes it valuable in creating complex molecular architectures for research and development in the pharmaceutical industry.
Synthesis of NMDA Receptor Antagonists
(S)-(−)-4-Oxo-2-azetidinecarboxylic acid is an important building block for the synthesis of NMDA receptor antagonists. These compounds are of significant interest in neurological research and potential therapeutic applications.
Preparation of Modified Aspartic Acids
This chiral lactam is used in the preparation of 3-alkyl-L-aspartic acids. These modified amino acids can serve as research tools or intermediates in the synthesis of peptidomimetics and other complex molecules.
Development of Beta-Lactam Inhibitors
The compound serves as a precursor for orally active beta-lactam inhibitors. Its unique azetidine ring structure is crucial for the development of novel antibiotic candidates or enzyme inhibitors.
| Molecular weight | 115.09 |
|---|---|
| Empirical formula | C4H5NO3 |
| Assay | 98% |
| Optical activity | [α]20/D −46°, c = 1 in methanol |
| Application | Important building block for the synthesis of NMDA receptor antagonists,1 3-alkyl-L-aspartic acids,2 and orally active β-lactam inhibitors.3 |
| Melting point | 99-102 °C(lit.) |
Hazard statements
- H302Harmful if swallowed
- H319Causes serious eye irritation
Precautionary statements
- P305IF IN EYES
| Water hazard class (WGK, DE) | 3 |
|---|---|
| Hazard codes (EU) | Xn |
| Risk statements (R) | 22-36 |
| 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 (S)-(−)-4-Oxo-2-azetidinecarboxylic acid used for?
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(S)-(−)-4-Oxo-2-azetidinecarboxylic acid is an important building block used in asymmetric synthesis for creating NMDA receptor antagonists, 3-alkyl-L-aspartic acids, and orally active beta-lactam inhibitors.
What is the CAS number and formula for (S)-(−)-4-Oxo-2-azetidinecarboxylic acid?
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The CAS number is 16404-94-7, and the molecular formula is C4H5NO3.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (S)-(−)-4-Oxo-2-azetidinecarboxylic acid with a purity of 98%. This product is not supplied in USP, BP, or EP grade.
How should (S)-(−)-4-Oxo-2-azetidinecarboxylic acid be handled?
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Warning: Harmful if swallowed and causes serious eye irritation (H302-H319). In case of contact with eyes, rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Seek medical advice if you feel unwell or if eye irritation persists.
Is (S)-(−)-4-Oxo-2-azetidinecarboxylic acid exported by Tech Serve Solutions?
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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals, including (S)-(−)-4-Oxo-2-azetidinecarboxylic acid.
How can I request a sample or quote for (S)-(−)-4-Oxo-2-azetidinecarboxylic acid?
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Please contact our sales team via the website or by telephone to request a sample or a quotation for (S)-(−)-4-Oxo-2-azetidinecarboxylic acid.
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