Description

(1R,3S,5R)-2-Azabicyclo[3.3.0]Octane-3-Carboxylic Acid, Benzyl Ester is a high-purity, stereochemically defined bicyclic proline derivative. This compound serves as a critical chiral building block and advanced pharmaceutical intermediate in modern organic synthesis. It is primarily utilized by research institutions and manufacturers in the pharmaceutical and fine chemical industries for the development of novel active pharmaceutical ingredients (APIs), particularly in peptidomimetics and constrained peptide analogs.

Application

• Pharmaceutical Intermediate: A key chiral synthon for the synthesis of complex drug candidates, especially protease inhibitors and other biologically active molecules.
• Peptidomimetics Research: Used to introduce conformational constraints into peptide backbones, enhancing metabolic stability and receptor selectivity.
• Asymmetric Synthesis: Employed as a chiral auxiliary or scaffold in stereoselective catalytic reactions to construct complex molecular architectures.
• Medicinal Chemistry: Integral for structure-activity relationship (SAR) studies and lead optimization in drug discovery programs.
• Fine Chemical Production: Serves as a precursor for specialized catalysts, ligands, and other high-value fine chemicals.

Basic Information

Item	Details
Product Name	(1R,3S,5R)-2-Azabicyclo[3.3.0]Octane-3-Carboxylic Acid, Benzyl Ester
CAS No.	130609-48-2
Molecular Formula	C14H17NO2
Molecular Weight	231.29 g/mol
Synonyms	(1R,3S,5R)-2-Azabicyclo[3.3.0]octane-3-carboxylic acid phenylmethyl ester; Benzyl (1R,3S,5R)-2-azabicyclo[3.3.0]octane-3-carboxylate; (3S,5R)-3-(Benzyloxycarbonyl)-2-azabicyclo[3.3.0]octane; (1R,3S,5R)-3-(Benzyloxycarbonyl)-2-azabicyclo[3.3.0]octane; cis-3-Benzyloxycarbonyl-2-azabicyclo[3.3.0]octane; Protected Bicyclic Proline Derivative
EINECS	Contact for details

Quality Control

Our production of (1R,3S,5R)-2-Azabicyclo[3.3.0]Octane-3-Carboxylic Acid, Benzyl Ester adheres to stringent quality management protocols to ensure batch-to-batch consistency and high chemical purity. Each lot is characterized by advanced analytical techniques including HPLC, GC, NMR, and chiral analysis to confirm identity, purity, and stereochemical integrity. Certificates of Analysis (COA) documenting all critical specifications are provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated area at a controlled room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive); therefore, containers must be kept tightly sealed and under an inert atmosphere (e.g., nitrogen or argon) for long-term storage to prevent degradation.

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.