Description

(1R,4R,5S)-3-Oxo-2-Oxabicyclo[2.2.1]Heptane-5-Carboxylic Acid is a high-purity chiral bicyclic lactone-carboxylic acid building block of significant interest in advanced organic synthesis. Its rigid, functionalized scaffold makes it a valuable precursor for the development of novel pharmaceuticals and fine chemicals, particularly those requiring specific stereochemistry. This compound is essential for researchers and process chemists in the pharmaceutical, agrochemical, and specialty chemical industries seeking to incorporate complex, stereodefined molecular architectures into their target molecules.

Application

• Pharmaceutical Intermediate: A key chiral synthon for the synthesis of active pharmaceutical ingredients (APIs), especially in antiviral, anti-inflammatory, and central nervous system (CNS) drug candidates.
• Asymmetric Synthesis: Serves as a versatile building block in stereoselective reactions for constructing complex natural products and bioactive molecules.
• Protease Inhibitor Development: Its lactone-carboxylic acid structure is analogous to motifs found in inhibitors for various enzymes, making it relevant for medicinal chemistry research.
• Agrochemical Synthesis: Used in the research and development of advanced, stereospecific pesticides and herbicides.
• Material Science Research: Potential monomer or precursor for synthesizing novel polymers with specific thermal or mechanical properties derived from its bicyclic framework.
• Chemical Biology Probes: Useful for creating labeled or tagged compounds to study biological pathways and protein interactions.

Basic Information

Product Name	(1R,4R,5S)-3-Oxo-2-Oxabicyclo[2.2.1]Heptane-5-Carboxylic Acid
CAS No.	1027355-51-6
Molecular Formula	C7H8O4
Molecular Weight	156.14 g/mol
Synonyms	(1R,4R,5S)-3-Oxabicyclo[2.2.1]heptane-5-carboxylic acid, 3-oxo-; (1R,4R,5S)-5-Carboxy-3-oxabicyclo[2.2.1]heptan-2-one; endo-(1R,4R)-3-Oxabicyclo[2.2.1]heptane-5-carboxylic acid, 2-oxo-; Bicyclo[2.2.1]heptane-5-carboxylic acid, 3-oxo-2-oxa-, (1R,4R,5S)-; Chiral Bicyclic Lactone Acid; 2-Oxabicyclo[2.2.1]heptane-5-carboxylic acid, 3-oxo-, (1R,4R,5S)-
EINECS	Contact for details

Quality Control

Our (1R,4R,5S)-3-Oxo-2-Oxabicyclo[2.2.1]Heptane-5-Carboxylic Acid is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including chiral purity verification by HPLC, to ensure high chemical and enantiomeric purity suitable for demanding synthetic applications. Certificates of Analysis (COA) with detailed chromatographic data are provided to guarantee traceability and batch-to-batch consistency.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place. Due to its hygroscopic nature, the container should be kept tightly sealed under an inert atmosphere (e.g., nitrogen or argon) for long-term storage to prevent moisture uptake. Recommended storage temperature is 2-8°C for extended stability.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Assay (HPLC)	≥ 98.0%
Chiral Purity (HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%
Heavy Metals	≤ 10 ppm

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