Description

2-Oxabicyclo[2.2.2]Oct-7-Ene-5-Carboxylicacid,4-Fluoro-3-Oxo-,Methylester,(1R,4S,5R)-Rel-(9Ci) is a high-purity, stereochemically defined bicyclic lactone derivative, serving as a critical chiral building block in advanced organic synthesis. Its unique fused ring structure and fluorine substituent make it a valuable precursor for constructing complex molecular architectures with precise three-dimensional control. This compound is essential for research and development chemists in the pharmaceutical and agrochemical industries, particularly for the synthesis of novel active ingredients and fine chemicals.

Application

• Pharmaceutical Intermediate: A key chiral synthon for the development of new active pharmaceutical ingredients (APIs), especially in fluorinated drug candidates targeting CNS disorders, metabolic diseases, and anti-infectives.
• Agrochemical Synthesis: Used in the research and production of advanced pesticides and herbicides, where its bicyclic scaffold can contribute to novel modes of action and improved environmental profiles.
• Asymmetric Catalysis Research: Employed as a sophisticated ligand precursor or test substrate in the development of new catalytic systems for enantioselective transformations.
• Material Science: Potential monomer or cross-linking agent for creating specialty polymers with unique thermal or optical properties, given its strained bicyclic and ester functionalities.
• Academic & Contract Research: A valuable tool for methodological studies in synthetic organic chemistry, enabling complex ring-forming reactions and fluorination chemistry.

Basic Information

Product Name	2-Oxabicyclo[2.2.2]Oct-7-Ene-5-Carboxylicacid,4-Fluoro-3-Oxo-,Methylester,(1R,4S,5R)-Rel-(9Ci)
CAS No.	847823-46-5
Molecular Formula	C9H9FO4
Molecular Weight	200.16 g/mol
Synonyms	(1R,4S,5R)-rel-4-Fluoro-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carboxylic acid methyl ester; Methyl (1R,4S,5R)-rel-4-fluoro-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carboxylate; 2-Oxabicyclo[2.2.2]oct-7-ene-5-carboxylic acid, 4-fluoro-3-oxo-, methyl ester, (1R,4S,5R)-rel-; Bicyclic Fluorinated Lactone Ester; 847823-46-5; (rel)-(1R,4S,5R)-Methyl 4-fluoro-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carboxylate
EINECS	Contact for details

Quality Control

Every batch of this advanced intermediate is produced under strict quality management protocols. We employ state-of-the-art analytical techniques, including chiral HPLC, GC, and NMR, to ensure exceptional chemical and enantiomeric purity suitable for demanding synthetic applications. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profiles is provided with each shipment to support your regulatory and R&D documentation needs.

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) after opening to prevent moisture uptake and decomposition. Recommended long-term storage temperature is 2-8°C.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Enantiomeric Excess (Chiral HPLC)	≥ 99.0%
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%
Single Unknown Impurity (HPLC)	≤ 0.5%

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