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(2R,5R)-7-Oxo-1-Azabicyclo[3.2.0]Heptane-2-Carboxylic Acid (4-Nitrophenyl)Methyl Ester CAS NO 112283-39-3
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CAS No.:112283-39-3
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
(2R,5R)-7-Oxo-1-Azabicyclo[3.2.0]Heptane-2-Carboxylic Acid (4-Nitrophenyl)Methyl Ester is a high-purity, advanced pharmaceutical intermediate of significant importance in synthetic organic chemistry. This compound is a key chiral building block in the synthesis of β-lactam antibiotics and other complex bioactive molecules. It is primarily required by research institutions and manufacturers in the pharmaceutical and fine chemical industries for the development and production of novel active pharmaceutical ingredients (APIs).
Application
- Key Intermediate in β-Lactam Synthesis: Serves as a crucial precursor in the multi-step synthesis of carbapenem and penem class antibiotics.
- Pharmaceutical Research & Development (R&D): Used in medicinal chemistry for the design and exploration of new antibacterial agents and enzyme inhibitors.
- Process Chemistry & Scale-Up: Employed in the development and optimization of commercial-scale manufacturing routes for target APIs.
- Chiral Building Block: Utilized for introducing the stereochemically defined azabicyclo[3.2.0]heptane core into more complex molecular architectures.
- Reference Standard: Acts as a high-purity analytical standard for quality control and method validation in pharmaceutical analysis.
Basic Information
| Product Name | (2R,5R)-7-Oxo-1-Azabicyclo[3.2.0]Heptane-2-Carboxylic Acid (4-Nitrophenyl)Methyl Ester |
| CAS No. | 112283-39-3 |
| Molecular Formula | C14H14N2O5 |
| Molecular Weight | 290.27 g/mol |
| Synonyms | (2R,5R)-7-Oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4-nitrophenyl methyl ester; (4-Nitrophenyl)methyl (2R,5R)-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylate; 4-Nitrobenzyl (2R,5R)-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylate; PNZ-Protected Carbapenem Intermediate; (2R,5R)-PNB Ester of Azabicycloheptanone Carboxylic Acid; 1-Azabicyclo[3.2.0]heptane-2-carboxylic acid, 7-oxo-, 4-nitrophenyl methyl ester, (2R,5R)-; Advanced Chiral β-Lactam Synthon |
| EINECS | Contact for details |
Quality Control
Our (2R,5R)-7-Oxo-1-Azabicyclo[3.2.0]Heptane-2-Carboxylic Acid (4-Nitrophenyl)Methyl Ester is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including chiral purity verification and impurity profiling by HPLC, to ensure it meets the stringent requirements for pharmaceutical intermediate applications. Certificates of Analysis (COA) detailing identity, purity, and chiral excess are provided with every shipment.
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 product is hygroscopic (moisture-sensitive) and should be handled in a dry environment to prevent degradation. For long-term storage, consider desiccated conditions.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white crystalline powder |
| Identification (IR) | Conforms to structure |
| Assay (HPLC) | ≥ 98.0% |
| Chiral Purity (Chiral HPLC) | ≥ 99.0% de (diastereomeric excess) |
| Related Substances (HPLC) | Total impurities ≤ 2.0% Any single impurity ≤ 1.0% |
| Loss on Drying | ≤ 0.5% |
| Residue on Ignition | ≤ 0.1% |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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