Description

2-Oxabicyclo[2.2.2]Octane-5-Carboxylicacid,(1R,4S,5S)-Rel-(9Ci) is a high-purity, stereochemically defined bicyclic lactone derivative that serves as a critical chiral building block and synthetic intermediate. Its rigid, three-dimensional structure is essential for constructing complex molecules with precise spatial orientation, which is fundamental for achieving desired biological activity and material properties. This compound is primarily sought after by research chemists and process development scientists in the pharmaceutical, agrochemical, and advanced materials sectors for applications in asymmetric synthesis and medicinal chemistry.

Application

• Pharmaceutical Intermediate: A key chiral synthon for the synthesis of active pharmaceutical ingredients (APIs), particularly in the development of central nervous system (CNS) and antiviral drugs.
• Agrochemical Research: Used in the design and synthesis of novel, stereospecific pesticides and herbicides where the specific spatial configuration impacts efficacy.
• Asymmetric Catalysis Ligand Precursor: Serves as a starting material for the preparation of novel chiral ligands and organocatalysts used in enantioselective transformations.
• Advanced Material Monomer: Employed in polymer chemistry to introduce rigid, chiral lactone units into specialty polymers for high-performance materials.
• Academic & Contract Research: A valuable tool for methodological development in organic synthesis and total synthesis of natural products in university and CRO laboratories.
• Process Chemistry Development: Used for scaling up synthetic routes and optimizing manufacturing processes for chiral target molecules.

Basic Information

Product Name	2-Oxabicyclo[2.2.2]Octane-5-Carboxylicacid,(1R,4S,5S)-Rel-(9Ci)
CAS No.	218624-39-6
Molecular Formula	C8H10O3
Molecular Weight	154.16 g/mol
Synonyms	(1R,4S,5S)-rel-2-Oxabicyclo[2.2.2]octane-5-carboxylic acid; (rel)-(1R,4S,5S)-2-Oxabicyclo[2.2.2]octane-5-carboxylic acid; 5-Carboxy-2-oxabicyclo[2.2.2]octane; Bicyclo[2.2.2]octane-5-carboxylic acid, 2-oxa-, (1R,4S,5S)-rel-; 2-Oxabicyclo[2.2.2]octane-5-carboxylic acid, rel-(1R,4S,5S)-; 218624-39-6; Chiral bicyclic lactone-carboxylic acid.
EINECS	Contact for details

Quality Control

Every batch of 2-Oxabicyclo[2.2.2]Octane-5-Carboxylicacid,(1R,4S,5S)-Rel-(9Ci) is manufactured under strict quality management systems. Our products undergo rigorous analytical testing, including chiral HPLC and NMR, to ensure high chemical and enantiomeric purity and compliance with customer specifications. Comprehensive Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are provided with each shipment and are available upon request.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive); therefore, the container must be kept tightly sealed to exclude moisture. For long-term storage, consider storing under an inert atmosphere.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 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.