Description

2-Azabicyclo[3.1.0]Hexane-2,3-Dicarboxylic Acid, 2-(9H-Fluoren-9-Ylmethyl) Ester, (1S,3S,5S)- CAS NO 1932109-93-7 is a high-purity, stereochemically defined bicyclic proline derivative, serving as a critical advanced pharmaceutical intermediate (API intermediate) for the synthesis of complex drug molecules. Its unique constrained ring structure and the Fmoc-protected amine group make it an essential building block for medicinal chemists developing novel therapeutics. This compound is primarily targeted at pharmaceutical R&D and contract manufacturing organizations (CMOs) working on peptide mimetics, protease inhibitors, and other bioactive compounds.

Application

• Pharmaceutical Intermediate: Key chiral synthon in the research and development of new active pharmaceutical ingredients (APIs), particularly for metabolic and central nervous system (CNS) diseases.
• Peptidomimetic Chemistry: Used to introduce rigid, bicyclic proline analogs into peptide chains to enhance metabolic stability, bioavailability, and receptor selectivity.
• Protease Inhibitor Development: Serves as a core scaffold for designing inhibitors of various proteases (e.g., HCV NS3/4A, DPP-4) due to its ability to mimic transition states.
• Asymmetric Synthesis: Employed as a chiral auxiliary or ligand in catalytic asymmetric reactions to induce high enantioselectivity.
• Chemical Biology & Probe Development: Utilized in creating chemical probes for studying enzyme function and protein-protein interactions in biological systems.
• Academic & Institutional Research: Fundamental building block in university and institutional labs for methodological studies in organic synthesis and medicinal chemistry.

Basic Information

Item	Details
Product Name	2-Azabicyclo[3.1.0]Hexane-2,3-Dicarboxylic Acid, 2-(9H-Fluoren-9-Ylmethyl) Ester, (1S,3S,5S)-
CAS No.	1932109-93-7
Molecular Formula	C24H23NO4
Molecular Weight	389.45 g/mol
Synonyms	(1S,3S,5S)-2-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-azabicyclo[3.1.0]hexane-3-carboxylic acid; Fmoc-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid; (1S,3S,5S)-Fmoc-2-azabicyclo[3.1.0]hexane-3-carboxylic acid; Bicyclic Fmoc-proline derivative; (1S,3S,5S)-2-(Fmoc)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid; Constrained proline analog; Fmoc-protected 2-azabicyclo[3.1.0]hexane-3-carboxylic acid
EINECS	Contact for details

Quality Control

Our 2-Azabicyclo[3.1.0]Hexane-2,3-Dicarboxylic Acid, 2-(9H-Fluoren-9-Ylmethyl) Ester, (1S,3S,5S)- is manufactured under strict quality management systems. Every batch undergoes comprehensive analytical testing, including chiral HPLC and NMR, to ensure high chemical and enantiomeric purity suitable for sensitive pharmaceutical applications. Certificates of Analysis (COA) with detailed chromatographic data are provided for each lot to guarantee traceability and compliance with your project specifications.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). The product is light-sensitive and should be handled under appropriate conditions to maintain stability. For long-term storage, consider storing under an inert atmosphere.

Specification

Item	Specification
Appearance	White to off-white powder
Identification (HPLC)	Conforms
Identification (NMR)	Conforms
Purity (HPLC)	≥ 98.0%
Enantiomeric 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.