Description

(2R,3Z,5R)-3-(2-Hydroxyethylidene)-7-Oxo-4-Oxa-1-Azabicyclo[3.2.0]Heptane-2-Carboxylate CAS NO 79198-29-1 is a high-purity, advanced pharmaceutical intermediate characterized by its complex bicyclic β-lactam structure. This compound is of critical importance in the synthesis of novel carbapenem and penem antibiotics, serving as a key chiral building block. It is primarily needed by research institutions and manufacturers in the pharmaceutical industry for the development and production of next-generation antibacterial agents.

Application

• Pharmaceutical Intermediate: A crucial chiral synthon for the synthesis of carbapenem-class antibiotics such as meropenem, ertapenem, and doripenem.
• Antibiotic Research & Development: Serves as a core scaffold in medicinal chemistry for designing new β-lactam antibiotics with enhanced activity against resistant strains.
• Active Pharmaceutical Ingredient (API) Manufacturing: Used in the commercial-scale production of finished dosage forms for broad-spectrum antibacterial treatments.
• Process Chemistry: Employed in route scouting and optimization for more efficient, cost-effective synthesis of complex β-lactam molecules.
• Biochemical Studies: Utilized as a reference standard or probe in studies investigating bacterial cell wall synthesis and β-lactamase inhibition.

Basic Information

Product Name	(2R,3Z,5R)-3-(2-Hydroxyethylidene)-7-Oxo-4-Oxa-1-Azabicyclo[3.2.0]Heptane-2-Carboxylate
CAS No.	79198-29-1
Molecular Formula	C9H11NO5
Molecular Weight	213.19 g/mol
Synonyms	(2R,3Z,5R)-3-(2-Hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; 4-Oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3-(2-hydroxyethylidene)-7-oxo-, (2R,3Z,5R)-; Meropenem intermediate; Carbapenem intermediate; (5R)-3-[(1Z)-2-Hydroxyethylidene]-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylate; Bicyclic β-lactam ester; Penem derivative.
EINECS	Contact for details

Quality Control

Our (2R,3Z,5R)-3-(2-Hydroxyethylidene)-7-Oxo-4-Oxa-1-Azabicyclo[3.2.0]Heptane-2-Carboxylate is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral HPLC and NMR, to ensure high chemical and isomeric purity suitable for pharmaceutical applications. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are provided and can be tailored to meet specific client or regulatory requirements.

Storage

Preserve in a tightly closed container, protected from light. Store at 2-8°C under an inert atmosphere for long-term stability. This compound is hygroscopic (moisture-sensitive) and should be handled in a dry environment to prevent degradation.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to reference spectrum
Identification (HPLC)	Retention time matches reference standard
Assay (HPLC)	≥ 98.5%
Chiral Purity (HPLC)	≥ 99.0% (2R,3Z,5R)-isomer
Related Substances (HPLC)	Total impurities ≤ 1.5% Any single unknown impurity ≤ 0.5%
Residual Solvents (GC)	Meets ICH Q3C guidelines
Water Content (KF)	≤ 0.5%

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