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(5R)-3-[[2-(Acetylamino)Ethyl]Sulfinyl]-6-[(E)-2-Hydroxy-1-Methylethylidene]-7-Oxo-1-Azabicyclo[3.2.0]Hept-2-Ene-2-Carboxylic Acid CAS NO 79366-72-6


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CAS No.:79366-72-6

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(5R)-3-[[2-(Acetylamino)Ethyl]Sulfinyl]-6-[(E)-2-Hydroxy-1-Methylethylidene]-7-Oxo-1-Azabicyclo[3.2.0]Hept-2-Ene-2-Carboxylic Acid is a high-purity, advanced pharmaceutical intermediate with a complex bicyclic β-lactam structure. This compound is a critical building block in the synthesis of novel carbapenem antibiotics, offering a key chiral center and functional groups essential for potent biological activity. It is primarily required by pharmaceutical R&D laboratories and active pharmaceutical ingredient (API) manufacturers for developing next-generation anti-infective therapies.

Application

  • Key Intermediate for Carbapenem Antibiotics: Serves as a crucial precursor in the multi-step synthesis of broad-spectrum carbapenem drugs like meropenem, ertapenem, and doripenem.
  • Pharmaceutical Research & Development: Used in medicinal chemistry programs to create new analogs and derivatives with improved efficacy against resistant bacterial strains.
  • Active Pharmaceutical Ingredient (API) Manufacturing: Employed in scaled-up GMP production processes for final antibiotic APIs.
  • Biochemical Studies: Utilized as a reference standard or probe in studies investigating β-lactamase inhibition and bacterial cell wall synthesis.
  • Process Chemistry Optimization: Acts as a model compound for developing and optimizing asymmetric synthesis and purification routes in fine chemical production.

Basic Information

Product Name (5R)-3-[[2-(Acetylamino)Ethyl]Sulfinyl]-6-[(E)-2-Hydroxy-1-Methylethylidene]-7-Oxo-1-Azabicyclo[3.2.0]Hept-2-Ene-2-Carboxylic Acid
CAS No. 79366-72-6
Molecular Formula C15H20N2O6S
Molecular Weight 356.40 g/mol
Synonyms (5R)-3-[[2-(Acetylamino)ethyl]sulfinyl]-6-[(1E)-2-hydroxy-1-methylethylidene]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid; (5R,6Z)-6-[(1E)-2-Hydroxy-1-methylethylidene]-3-[[2-(acetylamino)ethyl]sulfinyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic Acid; Meropenem Intermediate; Carbapenem Intermediate; (5R)-3-[(2-Acetamidoethyl)sulfinyl]-6-[(E)-2-hydroxy-1-methylethylidene]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
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Quality Control

Our production of this advanced intermediate adheres to stringent pharmaceutical-grade standards. Every batch is subjected to comprehensive analytical testing including HPLC, NMR, and chiral purity analysis to ensure structural integrity and high chemical purity. A detailed Certificate of Analysis (COA) is provided with each shipment, documenting identity, assay, impurity profile, and residual solvents. Our quality system is designed to support GMP compliance for use in regulated API synthesis.

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 must be kept under an inert atmosphere (e.g., nitrogen or argon) after opening to prevent degradation. For long-term storage, consider storing at 2-8°C.

Specification

Item Specification
Appearance White to off-white powder
Identification (IR) Conforms to structure
Identification (HPLC) Retention time matches reference standard
Assay (HPLC) ≥ 98.0%
Chiral Purity (Chiral HPLC) ≥ 99.0% ee
Related Substances (HPLC) Total impurities ≤ 2.0% Any single impurity ≤ 1.0%
Residual Solvents (GC) Complies with ICH Q3C guidelines
Water Content (KF) ≤ 1.0%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.

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Each batch undergoes strict QC, accompanied by COA, MSDS, and full compliance with international standards.

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