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n-Fmoc-2,5-Diaza-Bicyclo[2.2.1]Heptane CAS NO 845866-60-6


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CAS No.:845866-60-6

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

n-Fmoc-2,5-Diaza-Bicyclo[2.2.1]Heptane is a sophisticated, highly functionalized bicyclic amine derivative, protected with a fluorenylmethyloxycarbonyl (Fmoc) group. This compound is a critical building block in modern medicinal chemistry and peptide synthesis, offering a rigid, three-dimensional scaffold that can significantly influence the biological activity and pharmacokinetic properties of drug candidates. It is primarily utilized by research scientists and process chemists in the pharmaceutical, biotechnology, and agrochemical industries for the development of novel therapeutics and bioactive molecules.

Application

  • Pharmaceutical Intermediate: Serves as a key chiral scaffold in the synthesis of drug candidates targeting central nervous system (CNS) disorders, protease inhibitors, and other therapeutic agents.
  • Peptidomimetic Synthesis: Used to incorporate constrained, bicyclic diamine motifs into peptides to enhance metabolic stability, receptor selectivity, and membrane permeability.
  • Chemical Biology Probes: Employed in the design and synthesis of molecular probes for studying enzyme mechanisms and protein-protein interactions.
  • Agrochemical Research: Acts as a building block for novel active ingredients requiring specific stereochemistry and conformational restriction.
  • Ligand Development for Catalysis: Utilized to create novel chiral ligands for asymmetric synthesis and transition metal catalysis.
  • Academic & Contract Research: Essential for exploratory research in synthetic methodology and the development of new chemical entities in university and CRO laboratories.

Basic Information

Product Name n-Fmoc-2,5-Diaza-Bicyclo[2.2.1]Heptane
CAS No. 845866-60-6
Molecular Formula C21H22N2O2
Molecular Weight 334.42 g/mol
Synonyms 2,5-Diaza-bicyclo[2.2.1]heptane-2-carboxylic acid 9H-fluoren-9-ylmethyl ester; 1-Fmoc-2,5-diazabicyclo[2.2.1]heptane; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2,5-diazabicyclo[2.2.1]heptane; Fmoc-2,5-DAB; Fmoc-2,5-diazabicyclo[2.2.1]heptane; 2,5-Diazabicyclo[2.2.1]heptane, 1-[[(9H-fluoren-9-ylmethoxy)carbonyl]]-; (1R,4S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-2,5-diazabicyclo[2.2.1]heptane (for specific enantiomer).
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Quality Control

Our n-Fmoc-2,5-Diaza-Bicyclo[2.2.1]Heptane is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity, chiral analysis for stereochemical integrity, and comprehensive spectroscopic identification (NMR, MS). We provide a detailed Certificate of Analysis (COA) with every shipment, ensuring traceability and compliance with your research and development specifications. Our quality commitment supports applications requiring high-purity advanced intermediates.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C or as indicated on the label. This material is hygroscopic (moisture-sensitive) and should be handled under inert atmosphere (e.g., nitrogen or argon) when possible to maintain stability and purity. Allow the sealed container to equilibrate to room temperature before opening to minimize moisture ingress.

Specification

Item Specification
Appearance White to off-white solid
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 97.0%
Chiral Purity (Chiral HPLC) ≥ 99.0% e.e. (for enantiopure grade)
Water Content (KF) ≤ 0.5%
Residual Solvents (GC) Meets ICH guidelines

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

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