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3-Azabicyclo[3.1.0]Hexane-2,3-Dicarboxylic Acid, 3-(9H-Fluoren-9-Ylmethyl) Ester, (1R,2R,5S)- CAS NO 2382052-27-7


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CAS No.:2382052-27-7

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

3-Azabicyclo[3.1.0]Hexane-2,3-Dicarboxylic Acid, 3-(9H-Fluoren-9-Ylmethyl) Ester, (1R,2R,5S)- is a high-purity, stereochemically defined bicyclic amino acid derivative, serving as a critical advanced pharmaceutical intermediate and chiral building block for complex organic synthesis. Its rigid, constrained scaffold is engineered to impart specific three-dimensional geometry and functional group orientation, which is essential for modulating biological activity and pharmacokinetic properties in drug candidates. This compound is primarily utilized by pharmaceutical R&D and fine chemical synthesis teams developing novel therapeutics, particularly in the areas of protease inhibitors and central nervous system (CNS) active agents.

Application

  • Pharmaceutical Intermediate: A key chiral synthon in the research and development of new active pharmaceutical ingredients (APIs), especially for neurological and antiviral targets.
  • Peptidomimetic Scaffold: Used to construct conformationally restricted peptide analogs, enhancing metabolic stability and receptor selectivity.
  • Medicinal Chemistry: Employed in structure-activity relationship (SAR) studies and lead optimization campaigns to explore novel chemical space.
  • Asymmetric Synthesis: Serves as a chiral auxiliary or starting material for the enantioselective synthesis of complex natural products and bioactive molecules.
  • Chemical Biology Probe Development: Incorporated into molecular probes for studying enzyme mechanisms and protein-protein interactions.
  • Custom Synthesis & Contract Manufacturing: Supplied to CDMOs (Contract Development and Manufacturing Organizations) for the production of clinical trial materials.

Basic Information

Product Name 3-Azabicyclo[3.1.0]Hexane-2,3-Dicarboxylic Acid, 3-(9H-Fluoren-9-Ylmethyl) Ester, (1R,2R,5S)-
CAS No. 2382052-27-7
Molecular Formula C24H23NO4
Molecular Weight 389.45 g/mol
Synonyms (1R,2R,5S)-3-(Fmoc)-3-azabicyclo[3.1.0]hexane-2,3-dicarboxylic acid 3-ester; Fmoc-3-aza-bicyclo[3.1.0]hexane-2,3-dicarboxylic acid; (1R,2R,5S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)-3-azabicyclo[3.1.0]hexane-2,3-dicarboxylic acid; 3-Azabicyclo[3.1.0]hexane-2,3-dicarboxylic acid, 3-(9H-fluoren-9-ylmethyl) ester, (1α,2α,5β)-; Fmoc-protected 3-azabicyclo[3.1.0]hexane derivative; Chiral bicyclic Fmoc-amino acid.
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Quality Control

Every batch of 3-Azabicyclo[3.1.0]Hexane-2,3-Dicarboxylic Acid, 3-(9H-Fluoren-9-Ylmethyl) Ester, (1R,2R,5S)- is manufactured under strict quality management systems and undergoes comprehensive analytical testing to ensure identity, purity, and stereochemical integrity. Our products are characterized using advanced techniques including HPLC, NMR, and MS to meet the exacting standards required for pharmaceutical research. Certificates of Analysis (COA) with full analytical data are provided for each lot, and we support compliance with REACH and other global regulatory frameworks.

Storage

Preserve in a tightly closed container, protected from light. Store at controlled room temperature (15-25°C) in a cool, dry, and well-ventilated place. The compound may be moisture-sensitive; keep the container tightly sealed under an inert atmosphere if specified.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 98.0%
Enantiomeric Excess (Chiral HPLC) ≥ 99.0%
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.

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