Description

2-Azabicyclo[2.2.2]Oct-5-Ene-3-Carboxylicacid,[1S-(1Alpha,3Alpha,4Alpha)]-(9Ci) is a high-value, stereochemically defined bicyclic amino acid derivative that serves as a critical chiral building block in advanced organic synthesis. Its rigid, three-dimensional structure is essential for constructing complex molecular architectures with precise spatial orientation, which is paramount for modulating biological activity. This compound is primarily sought after by pharmaceutical R&D and fine chemical sectors for the development of novel active pharmaceutical ingredients (APIs), especially in areas requiring constrained peptidomimetics and sophisticated ligands.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the research and development of new therapeutic agents, particularly for central nervous system (CNS) and antiviral drugs.
• Asymmetric Catalyst Ligand Precursor: Used to synthesize novel chiral ligands for asymmetric catalysis, enhancing enantioselectivity in critical bond-forming reactions.
• Peptidomimetic Scaffold: Incorporated into peptide analogs to improve metabolic stability, bioavailability, and receptor selectivity.
• Academic & Industrial Research: A valuable tool compound for methodological studies in organic chemistry and medicinal chemistry.
• Fine Chemical Synthesis: Employed in the multi-step synthesis of complex natural products and specialty chemicals.

Basic Information

Product Name	2-Azabicyclo[2.2.2]Oct-5-Ene-3-Carboxylicacid,[1S-(1Alpha,3Alpha,4Alpha)]-(9Ci)
CAS No.	184851-29-4
Molecular Formula	C8H11NO2
Molecular Weight	153.18 g/mol
Synonyms	(1S,3R,4R)-2-Azabicyclo[2.2.2]oct-5-ene-3-carboxylic acid; (1S,3R,4R)-3-Carboxy-2-azabicyclo[2.2.2]oct-5-ene; endo-(1S,3R,4R)-2-Azabicyclo[2.2.2]oct-5-ene-3-carboxylic acid; (1S,3R,4R)-ABOC-COOH; (1S,3R,4R)-3-Carboxy-ABOC; (1S,3R,4R)-2-Azabicyclo[2.2.2]oct-5-ene-3-carboxylic acid hydrochloride (salt form); Stereoisomer of 184851-83-0
EINECS	Contact for details

Quality Control

Our 2-Azabicyclo[2.2.2]Oct-5-Ene-3-Carboxylicacid,[1S-(1Alpha,3Alpha,4Alpha)]-(9Ci) is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including HPLC for chiral purity and chemical assay, to ensure it meets the stringent requirements for advanced synthetic applications. A detailed Certificate of Analysis (COA) is provided with every shipment, documenting identity, purity, and impurity profiles.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This compound may be hygroscopic (moisture-sensitive); ensure the container is sealed under an inert atmosphere after each use to maintain stability and purity.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Assay (HPLC)	≥ 98.0%
Chiral Purity (Chiral 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.