Description

3-Azabicyclo[3.1.0]Hexane-2,3-Dicarboxylic Acid, 3-(1,1-Dimethylethyl) 2-Methyl Ester, (1S,2S,5R)- is a high-purity, stereochemically defined bicyclic proline derivative that serves as a critical advanced pharmaceutical intermediate (API) and chiral building block. Its rigid, constrained structure is essential for modulating the biological activity and pharmacokinetic properties of novel therapeutic agents. This compound is primarily required by pharmaceutical R&D and contract manufacturing organizations (CMOs) for the synthesis of complex drug candidates.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the synthesis of protease inhibitors, antiviral drugs, and other small-molecule therapeutics.
• Peptidomimetics & Constrained Peptide Design: Used to introduce conformational rigidity into peptide backbones, enhancing stability and receptor selectivity.
• Medicinal Chemistry Research: Employed as a versatile scaffold for structure-activity relationship (SAR) studies and library synthesis in drug discovery.
• Asymmetric Synthesis: Acts as a chiral auxiliary or ligand precursor in catalytic asymmetric transformations.
• Chemical Biology Probes: Incorporated into molecular probes to study enzyme function and protein-protein interactions.

Basic Information

Product Name	3-Azabicyclo[3.1.0]Hexane-2,3-Dicarboxylic Acid, 3-(1,1-Dimethylethyl) 2-Methyl Ester, (1S,2S,5R)-
CAS No.	865183-97-7
Molecular Formula	C₁₂H₁₉NO₄
Molecular Weight	241.28 g/mol
Synonyms	(1S,2S,5R)-3-(tert-Butoxycarbonyl)-3-azabicyclo[3.1.0]hexane-2-carboxylic acid methyl ester; (1S,2S,5R)-Methyl 3-(tert-butoxycarbonyl)-3-azabicyclo[3.1.0]hexane-2-carboxylate; (1S,2S,5R)-2-Methoxycarbonyl-3-azabicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester; Bicycloproline derivative; tert-Butyl (1S,2S,5R)-2-(methoxycarbonyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate; (1S,2S,5R)-3-Boc-3-azabicyclo[3.1.0]hexane-2-carboxylic acid methyl ester; (1S,2S,5R)-3-Azabicyclo[3.1.0]hexane-2,3-dicarboxylic acid 3-tert-butyl 2-methyl ester
EINECS	Contact for details

Quality Control

Our production of this advanced intermediate adheres to strict quality management systems, ensuring batch-to-batch consistency for critical R&D and cGMP manufacturing. Quality is verified through comprehensive analytical methods including HPLC for purity and chiral integrity, NMR for structural confirmation, and MS. A detailed Certificate of Analysis (COA) is provided with each shipment, documenting purity, enantiomeric excess, and impurity profiles.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). The compound may be moisture-sensitive; keep the original container sealed under an inert atmosphere when not in use.

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.