Description

(2S,5R,6R)-6-(2-Methoxycarbonyl-1-methylethenylamino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester is a key advanced pharmaceutical intermediate. It matters as a critical building block in the synthesis of modern β-lactam antibiotics, enabling precise control over the final drug's stereochemistry and biological activity. This compound is essential for pharmaceutical manufacturers and research institutions focused on developing and producing next-generation antibacterial agents.

Application

• Active Pharmaceutical Ingredient (API) Synthesis: A crucial intermediate in the production of specific, potent β-lactam antibiotic APIs.
• Pharmaceutical Research & Development: Used in medicinal chemistry for the design and synthesis of novel antibiotic candidates with improved efficacy and resistance profiles.
• Process Chemistry Optimization: Serves as a reference standard and key material for scaling up and optimizing synthetic routes in pilot plants and commercial manufacturing.
• Antibacterial Drug Manufacturing: Integral to the controlled synthesis of penem or carbapenem-class antibiotics, where the specific stereochemistry is vital for activity.
• Chemical Reference Standard: Used in analytical laboratories for method development, validation, and quality control testing of related pharmaceutical products.

Basic Information

Item	Details
Product Name	(2S,5R,6R)-6-(2-Methoxycarbonyl-1-methylethenylamino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester
CAS No.	95477-79-5
Molecular Formula	C19H24N2O8S
Molecular Weight	440.47 g/mol
Synonyms	Fropenem Pivaloyloxymethyl Ester; (5-Methyl-2-oxo-1,3-dioxol-4-yl)methyl (2S,5R,6R)-6-[(1Z)-2-methoxy-1-methyl-2-oxoethylidene]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate; Fropenem POM Ester; Fropenem Pivalate; Fropenem Prodrug; (Z)-Fropenem Pivaloyloxymethyl Ester; Faropenem Medoxomil Related Compound (structural analog)
EINECS	Contact for details

Quality Control

Our production of this high-value pharmaceutical intermediate adheres to stringent cGMP (current Good Manufacturing Practice) guidelines. Every batch undergoes comprehensive analytical testing, including HPLC for purity and chiral purity, to ensure it meets exacting specifications for pharmaceutical use. A detailed Certificate of Analysis (COA) is provided with each shipment, documenting identity, assay, impurity profile, and residual solvents.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at controlled room temperature (15-25°C). Due to its hygroscopic nature, the container must be kept tightly sealed in a dry environment to prevent moisture absorption, which can impact stability and purity. For long-term storage, consider using desiccants.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to reference spectrum
Identification (HPLC)	Retention time corresponds to reference standard
Assay (HPLC)	≥ 98.0%
Chiral Purity (HPLC)	≥ 99.0% (2S,5R,6R isomer)
Single Unknown Impurity	≤ 0.5%
Total Impurities	≤ 2.0%
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.