Description

(3Ar,5R,6As)-2-(tert-Butoxycarbonyl)Octahydrocyclopenta[C]Pyrrole-5-Carboxylic Acid CAS NO 442877-23-8 is a high-purity, stereochemically defined bicyclic proline derivative, serving as a critical chiral building block in advanced organic synthesis. Its value lies in providing a rigid, three-dimensional scaffold essential for constructing complex molecular architectures with precise spatial orientation. This compound is primarily needed by pharmaceutical R&D and fine chemical manufacturers for applications in drug discovery, particularly in the development of protease inhibitors, peptidomimetics, and other bioactive molecules.

Application

• Pharmaceutical Intermediate: A key chiral synthon for the synthesis of novel Active Pharmaceutical Ingredients (APIs), especially in antiviral and neurological drug candidates.
• Peptidomimetic Scaffold: Used to design and synthesize conformationally constrained peptide analogs to enhance metabolic stability and receptor selectivity.
• Protease Inhibitor Development: The bicyclic proline core is integral to creating inhibitors for enzymes like HCV NS3/4A protease and others.
• Asymmetric Catalysis Ligand Precursor: Can be functionalized to create novel chiral ligands for asymmetric hydrogenation and C-C bond formation.
• Chemical Biology & Probe Development: Employed in the construction of molecular probes to study protein-protein interactions and enzyme function.
• Academic & Industrial Research: Serves as a valuable starting material for methodological studies in synthetic organic chemistry and medicinal chemistry programs.

Basic Information

Item	Details
Product Name	(3Ar,5R,6As)-2-(tert-Butoxycarbonyl)Octahydrocyclopenta[C]Pyrrole-5-Carboxylic Acid
CAS No.	442877-23-8
Molecular Formula	C13H21NO4
Molecular Weight	255.31 g/mol
Synonyms	(3aR,5R,6aS)-2-[(tert-Butoxy)carbonyl]octahydrocyclopenta[c]pyrrole-5-carboxylic acid; (3aR,5R,6aS)-2-(Boc)octahydrocyclopenta[c]pyrrole-5-carboxylic acid; Bicyclic Proline Derivative; (3aR,5R,6aS)-2-Boc-1,2,3,3a,4,5,6,6a-octahydrocyclopenta[c]pyrrole-5-carboxylic acid; tert-Butyl (3aR,5R,6aS)-5-carboxyhexahydro-1H-cyclopenta[c]pyrrole-2(3H)-carboxylate; (3aR,5R,6aS)-rel-2-[(1,1-Dimethylethoxy)carbonyl]octahydrocyclopenta[c]pyrrole-5-carboxylic Acid
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. Quality is verified through comprehensive analytical methods including HPLC, chiral HPLC, 1H/13C NMR, and mass spectrometry to confirm identity, stereochemical purity, and chemical purity. A detailed Certificate of Analysis (COA) is provided with each shipment, documenting key specifications. We support development under cGMP guidelines as required for pre-clinical and clinical stage materials.

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); the container must be kept tightly sealed in a dry environment to prevent degradation. For long-term storage, consider storing under an inert atmosphere.

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%

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