Description

(1R,3S,5R)-2-Azabicyclo[3.1.0]Hexane-3-Carboxylic Acid is a high-purity, conformationally constrained proline analog and a key chiral building block in organic synthesis. This compound is valued for its rigid bicyclic structure, which is instrumental in inducing specific three-dimensional conformations in target molecules, thereby influencing their biological activity and physicochemical properties. It is primarily sought after by research chemists and process development scientists in the pharmaceutical industry for the synthesis of novel drug candidates, particularly in peptide mimetics and protease inhibitor research.

Application

• Pharmaceutical Intermediate: A critical chiral synthon for the development of active pharmaceutical ingredients (APIs), especially in antiviral and central nervous system (CNS) therapeutic areas.
• Peptidomimetics & Constrained Peptide Design: Used to replace proline residues to create rigid, bioactive peptide analogs with enhanced metabolic stability and receptor selectivity.
• Protease Inhibitor Scaffold: Serves as a core structural element in the design of inhibitors for various proteolytic enzymes.
• Asymmetric Catalysis Ligand Precursor: Its chiral, nitrogen-containing bicyclic framework can be utilized to develop novel ligands for asymmetric synthesis.
• Chemical Biology & Medicinal Chemistry Research: Employed in structure-activity relationship (SAR) studies to explore novel chemical space and optimize drug-like properties.
• Academic & Industrial R&D: A valuable tool for methodological development in organic synthesis and for exploring new reaction pathways involving strained ring systems.

Basic Information

Product Name	(1R,3S,5R)-2-Azabicyclo[3.1.0]Hexane-3-Carboxylic Acid
CAS No.	214193-12-1
Molecular Formula	C7H9NO2
Molecular Weight	139.15 g/mol
Synonyms	(1R,3S,5R)-2-Azabicyclo[3.1.0]hexane-3-carboxylic acid; (1R,3S,5R)-3-Carboxy-2-azabicyclo[3.1.0]hexane; (1R,3S,5R)-2-Aza-bicyclo[3.1.0]hexane-3-carboxylic acid; (1R,3S,5R)-2-Azabicyclo[3.1.0]hexan-3-carboxylic acid; (1R,3S,5R)-3-Carboxy-2-azabicyclo[3.1.0]hexane hydrochloride (salt form); 2-Azabicyclo[3.1.0]hexane-3-carboxylic acid, (1R,3S,5R)-; Constrained Proline Analog; Bicyclic Proline Derivative
EINECS	Contact for details

Quality Control

Our (1R,3S,5R)-2-Azabicyclo[3.1.0]Hexane-3-Carboxylic Acid is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral purity verification by HPLC, to ensure compliance with exacting standards for pharmaceutical research and development. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profiles is provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated area at a controlled room temperature (15-25°C). The product is stable under these conditions but should be kept under an inert atmosphere for long-term storage to maintain optimal quality.

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%
Heavy Metals	≤ 10 ppm

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