Description

(1S,2S,5R)-3-{[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}-3-Azabicyclo[3.1.0]Hexane-2-Carboxylic Acid is a sophisticated, high-purity chiral building block and pharmaceutical intermediate of significant commercial interest. Its value lies in its rigid, constrained bicyclic structure, which is critical for imparting specific three-dimensional orientation and biological activity in advanced drug molecules. This compound is primarily needed by research institutions and pharmaceutical companies engaged in the development of novel therapeutics, particularly in areas such as protease inhibitors and other small-molecule drugs where precise stereochemistry is paramount.

Application

• Pharmaceutical Intermediate: Serves as a key chiral scaffold in the synthesis of active pharmaceutical ingredients (APIs) for various therapeutic areas.
• Peptidomimetic Research: Used to construct constrained peptide analogs, enhancing metabolic stability and receptor selectivity in drug discovery.
• Protease Inhibitor Development: Acts as a core structural element in the design of inhibitors for enzymes like HCV protease or SARS-CoV-2 main protease.
• Chemical Biology: Employed as a tool compound or a building block for creating molecular probes to study enzyme function and protein-protein interactions.
• Asymmetric Synthesis: Utilized as a chiral auxiliary or starting material in stereoselective chemical transformations to create complex molecules.
• Fmoc-Protected Amino Acid Analog: Functions as an Fmoc-protected, non-proteinogenic amino acid derivative for use in solid-phase peptide synthesis (SPPS).

Basic Information

Product Name	(1S,2S,5R)-3-{[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}-3-Azabicyclo[3.1.0]Hexane-2-Carboxylic Acid
CAS No.	854113-43-2
Molecular Formula	C24H23NO4
Molecular Weight	389.45 g/mol
Synonyms	(1S,2S,5R)-3-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-azabicyclo[3.1.0]hexane-2-carboxylic acid; Fmoc-3-aza-3-bicyclo[3.1.0]hexane-2-carboxylic acid (1S,2S,5R); (1S,2S,5R)-3-(Fmoc)-3-azabicyclo[3.1.0]hexane-2-carboxylic acid; Fmoc-(1S,2S,5R)-Aze(2)-OH; (1S,2S,5R)-2-Carboxy-3-azabicyclo[3.1.0]hexane-3-carboxylic acid 9-fluorenylmethyl ester; 3-Azabicyclo[3.1.0]hexane-2-carboxylic acid, 3-[(9H-fluoren-9-ylmethoxy)carbonyl]-, (1S,2S,5R)-
EINECS	Contact for details

Quality Control

Our production of this advanced intermediate adheres to strict quality management systems, ensuring batch-to-batch consistency critical for pharmaceutical R&D and scale-up. The product is characterized using advanced analytical techniques including HPLC, NMR, and mass spectrometry. A comprehensive Certificate of Analysis (COA) detailing purity, chiral purity, and impurity profiles is provided with each shipment to support your regulatory and quality documentation needs.

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 is hygroscopic (moisture-sensitive) and should be handled in a dry environment to prevent degradation. For long-term storage, consider desiccant and inert atmosphere conditions.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (HPLC)	Conforms
Identification (NMR)	Conforms
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.