Description

Bicyclo[3.1.0]Hexane-2,6-Dicarboxylic Acid, 2-Amino-, (1S,2S,5R,6S)- (9Ci) is a high-purity, stereochemically defined bicyclic amino acid derivative of significant interest in advanced organic synthesis. This compound matters as a sophisticated chiral building block, enabling the construction of complex molecular architectures with precise three-dimensional control. It is primarily needed by research and development teams in the pharmaceutical and agrochemical industries for applications in medicinal chemistry, asymmetric synthesis, and the development of novel active ingredients.

Application

• Pharmaceutical Intermediate: Serves as a key chiral synthon in the research and development of new active pharmaceutical ingredients (APIs), particularly for central nervous system (CNS) and antiviral targets.
• Asymmetric Catalyst Ligand Precursor: Used in the synthesis of novel chiral ligands for transition metal catalysis, enabling enantioselective transformations.
• Peptidomimetics & Conformationally Restricted Peptides: Its rigid bicyclic scaffold is valuable for designing and synthesizing peptide analogs with enhanced metabolic stability and target selectivity.
• Agrochemical Research: Employed in the discovery of new herbicides, fungicides, and insecticides where specific stereochemistry is crucial for bioactivity.
• Material Science Monomer: Investigated as a specialty monomer for creating polymers with unique thermal and mechanical properties derived from its strained ring system.
• Academic & Institutional Research: A valuable tool for synthetic methodology development and studying structure-activity relationships (SAR) in various chemical biology programs.

Basic Information

Product Name	Bicyclo[3.1.0]Hexane-2,6-Dicarboxylic Acid, 2-Amino-, (1S,2S,5R,6S)- (9Ci)
CAS No.	176199-48-7
Molecular Formula	C9H11NO4
Molecular Weight	197.19 g/mol
Synonyms	(1S,2S,5R,6S)-2-Aminobicyclo[3.1.0]hexane-2,6-dicarboxylic acid; (1S,2S,5R,6S)-2-Amino-2,6-bicarboxybicyclo[3.1.0]hexane; LY354740 isomer; Bicyclo[3.1.0]hexane-2,6-dicarboxylic acid, 2-amino-, (1S,2S,5R,6S)-; (1S,2S,5R,6S)-2-Amino-2,6-dicarboxybicyclo[3.1.0]hexane; 2-Aminobicyclo[3.1.0]hexane-2,6-dicarboxylic acid (specific stereoisomer); Bicyclic glutamate analog.
EINECS	Contact for details

Quality Control

Our Bicyclo[3.1.0]Hexane-2,6-Dicarboxylic Acid, 2-Amino-, (1S,2S,5R,6S)- (9Ci) is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral purity verification by HPLC, to ensure it meets the high standards required for research and development applications. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 15-25°C. This compound is hygroscopic (moisture-sensitive) and should be handled in a dry environment to prevent degradation. For long-term storage, consider desiccation.

Specification

Item	Specification
Appearance	White to off-white powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 1.0%
Residue on Ignition	≤ 0.1%

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