Description

(1R,2R,3S,4S)-3-(tert-Butoxycarbonylamino)Bicyclo[2.2.1]Hept-5-Ene-2-Carboxylic Acid CAS NO 871357-91-4 is a high-purity, stereochemically defined bicyclic building block featuring both a carboxylic acid and a Boc-protected amine functional group. This compound is critical for the synthesis of complex, conformationally restricted molecules, offering precise control over three-dimensional structure in drug discovery. It is primarily needed by pharmaceutical R&D and process chemistry teams developing novel active pharmaceutical ingredients (APIs), particularly in the areas of protease inhibitors, peptidomimetics, and other therapeutic agents requiring rigid scaffolds.

Application

• Pharmaceutical Intermediate: A key chiral synthon for the synthesis of novel Active Pharmaceutical Ingredients (APIs) and investigational new drugs.
• Peptidomimetic Scaffold: Used to construct rigid, bicyclic core structures that mimic peptide secondary structures for drug design.
• Protease Inhibitor Development: Serves as a central building block in the creation of inhibitors for various protease enzymes.
• Chemical Biology Probes: Employed in the synthesis of tool compounds and molecular probes to study biological pathways.
• Asymmetric Synthesis: Utilized as a chiral auxiliary or starting material in stereoselective synthetic routes.
• Material Science Research: Potential precursor for advanced polymers or functional materials with specific stereochemical properties.

Basic Information

Product Name	(1R,2R,3S,4S)-3-(tert-Butoxycarbonylamino)Bicyclo[2.2.1]Hept-5-Ene-2-Carboxylic Acid
CAS No.	871357-91-4
Molecular Formula	C₁₄H₂₁NO₄
Molecular Weight	267.32 g/mol
Synonyms	1-Boc-3-amino-2-norbornene-5-carboxylic acid (endo,exo-isomer); (1R,2R,3S,4S)-3-[(tert-Butoxycarbonyl)amino]bicyclo[2.2.1]hept-5-ene-2-carboxylic acid; endo-N-Boc-3-amino-2-norbornene-5-carboxylic acid; Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 3-[(1,1-dimethylethoxy)carbonyl]amino]-, (1R,2R,3S,4S)-; (1R,2R,3S,4S)-3-(Boc-amino)bicyclo[2.2.1]hept-5-ene-2-carboxylic acid; Boc-3-A-2-Nor-5-COOH
EINECS	Contact for details

Quality Control

Our (1R,2R,3S,4S)-3-(tert-Butoxycarbonylamino)Bicyclo[2.2.1]Hept-5-Ene-2-Carboxylic Acid is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical characterization including HPLC for purity and chiral purity, NMR, and MS to confirm identity and stereochemical integrity. Certificates of Analysis (COA) detailing all specifications are provided and available upon request, ensuring full traceability and compliance with cGMP guidelines for advanced pharmaceutical 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 product is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability and purity. Allow the sealed container to reach ambient temperature before opening to prevent moisture condensation.

Specification

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