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(4-nitrophenyl)methyl [5R-[5alpha,6alpha(R*)]]-6-(1-hydroxyethyl)-3-[[2-[[[(4-nitrophenyl)methoxy]carbonyl]amino]ethyl]thio]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate CAS NO 64067-13-6
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CAS No.:64067-13-6
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
(4-nitrophenyl)methyl [5R-[5alpha,6alpha(R*)]]-6-(1-hydroxyethyl)-3-[[2-[[[(4-nitrophenyl)methoxy]carbonyl]amino]ethyl]thio]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate is a sophisticated synthetic intermediate of significant importance in advanced pharmaceutical research and development. This compound is a key building block in the synthesis of complex β-lactam antibiotics, where its specific stereochemistry and functional groups are critical for biological activity. It is primarily sought after by research institutions and pharmaceutical companies engaged in the development of novel antibacterial agents and the study of enzyme inhibition mechanisms.
Application
- Pharmaceutical Intermediate: A critical precursor in the multi-step synthesis of advanced cephalosporin and penem class antibiotics.
- Antibacterial Research: Used in medicinal chemistry programs to develop new molecules targeting bacterial cell wall synthesis.
- β-Lactamase Inhibitor Studies: Serves as a core structure for designing compounds that counteract bacterial resistance mechanisms.
- Biochemical Research: Employed as a substrate or inhibitor in enzymatic assays to study the activity of bacterial transpeptidases and β-lactamases.
- Process Chemistry Development: Used for scaling up and optimizing synthetic routes for active pharmaceutical ingredients (APIs).
- Academic Research: A valuable compound for university laboratories studying organic synthesis methodologies and heterocyclic chemistry.
Basic Information
| Item | Details |
|---|---|
| Product Name | (4-nitrophenyl)methyl [5R-[5alpha,6alpha(R*)]]-6-(1-hydroxyethyl)-3-[[2-[[[(4-nitrophenyl)methoxy]carbonyl]amino]ethyl]thio]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate |
| CAS No. | 64067-13-6 |
| Molecular Formula | C25H24N4O9S |
| Molecular Weight | 556.55 g/mol |
| Synonyms | 6-(1-Hydroxyethyl)-3-[[2-[[[(4-nitrophenyl)methoxy]carbonyl]amino]ethyl]thio]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic Acid (4-Nitrophenyl)methyl Ester; (4-Nitrophenyl)methyl 6-(1-Hydroxyethyl)-3-[(2-{[(4-Nitrobenzyloxy)carbonyl]amino}ethyl)thio]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate; 4-Nitrobenzyl 6-(1-Hydroxyethyl)-3-[(2-{[(4-Nitrobenzyloxy)carbonyl]amino}ethyl)thio]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate; A Key Cephalosporin Intermediate; PNZ-Protected β-Lactam Intermediate |
| EINECS | Contact for details |
Quality Control
We supply this high-value intermediate with a strong commitment to purity and batch-to-batch consistency, essential for sensitive pharmaceutical synthesis. Our quality assurance process includes rigorous analytical controls such as HPLC, NMR, and mass spectrometry to confirm identity and purity. A comprehensive Certificate of Analysis (COA) is provided with each batch, detailing specifications for assay, related substances, and residual solvents. Production can be aligned with cGMP guidelines for advanced research and development applications.
Storage
Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive) and should be handled in a dry environment to prevent degradation. For long-term storage, consider desiccation or storage under an inert atmosphere.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white powder |
| Identification (IR) | Conforms to structure |
| Identification (HPLC) | Retention time matches reference standard |
| Purity (HPLC) | ≥ 97.0% |
| Water Content (KF) | ≤ 1.0% |
| Residual Solvents (GC) | Complies with ICH guidelines |
| Specific Rotation | Contact for details |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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