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Bicyclo[3.1.0]Hexane-2,6-Dicarboxylic Acid, 2-Amino-, (1-α-,2-α-,5-α-,6-α-)- (9Ci) CAS NO 186462-44-2


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CAS No.:186462-44-2

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Bicyclo[3.1.0]Hexane-2,6-Dicarboxylic Acid, 2-Amino-, (1-α-,2-α-,5-α-,6-α-)- (9Ci) is a high-purity, conformationally constrained bicyclic amino acid derivative of significant interest in advanced organic synthesis. This compound serves as a sophisticated and versatile chiral building block, enabling the construction of complex molecular architectures with precise stereochemical control. It is primarily sought after by research and development teams in the pharmaceutical and agrochemical industries for applications in medicinal chemistry, peptide mimetics, and the development of novel active ingredients.

Application

  • Pharmaceutical Intermediate: A key chiral synthon for the research and development of new drug candidates, particularly in areas requiring rigid, three-dimensional scaffolds.
  • Peptidomimetics & Constrained Peptides: Used to introduce conformational rigidity into peptide chains, enhancing metabolic stability and binding affinity for biological targets.
  • Agrochemical Synthesis: Employed in the design and synthesis of novel, stereochemically defined active ingredients for crop protection.
  • Ligand & Catalyst Development: Serves as a precursor for chiral ligands and organocatalysts used in asymmetric synthesis.
  • Material Science Research: Investigated as a monomer or building block for specialty polymers with unique structural properties.
  • Academic & Institutional Research: A valuable tool for synthetic methodology development and studying structure-activity relationships (SAR).

Basic Information

Product Name Bicyclo[3.1.0]Hexane-2,6-Dicarboxylic Acid, 2-Amino-, (1-α-,2-α-,5-α-,6-α-)- (9Ci)
CAS No. 186462-44-2
Molecular Formula C9H11NO4
Molecular Weight 197.19 g/mol
Synonyms (1α,2α,5α,6α)-2-Aminobicyclo[3.1.0]hexane-2,6-dicarboxylic acid; 2-Aminobicyclo[3.1.0]hexane-2,6-dicarboxylic acid; Bicyclo[3.1.0]hexane-2,6-dicarboxylic acid, 2-amino-, (1α,2α,5α,6α)-; ABHDA; (1R,2R,5S,6S)-2-Amino-2,6-bicarboxybicyclo[3.1.0]hexane; Conformationally constrained glutamic acid analogue
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Quality Control

Our production of Bicyclo[3.1.0]Hexane-2,6-Dicarboxylic Acid, 2-Amino- adheres to stringent quality management protocols. Each batch undergoes comprehensive analytical testing, including chiral purity verification and impurity profiling, to ensure it meets the exacting standards required for research and development applications. Certificates of Analysis (COA) with detailed chromatographic data (HPLC, Chiral HPLC) are provided for every shipment to guarantee traceability and consistency.

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 material is hygroscopic (moisture-sensitive); ensure containers are sealed under an inert atmosphere after opening to maintain stability and purity.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) 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.

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