Description

(1S,4S,5R)-Rel-5-Amino-2-Boc-2-Azabicyclo[2.1.1]Hexane is a high-value, protected bicyclic amine building block of significant interest in advanced organic synthesis. Its rigid, three-dimensional scaffold and strategically protected amino group make it a critical intermediate for constructing complex molecular architectures with precise stereochemistry. This compound is primarily sought after by research and development teams in the pharmaceutical and agrochemical industries for applications in medicinal chemistry and the development of novel active ingredients.

Application

• Pharmaceutical Intermediate: A key chiral synthon for the research and development of new drug candidates, particularly in areas targeting central nervous system (CNS) disorders and infectious diseases.
• Medicinal Chemistry: Used in structure-activity relationship (SAR) studies and lead optimization to introduce constrained, three-dimensional geometry into bioactive molecules.
• Agrochemical Research: Serves as a building block for novel herbicides, fungicides, or insecticides that require specific stereochemistry for optimal activity.
• Peptidomimetics & Conformationally Restricted Analogues: The bicyclic[2.1.1]hexane core is utilized to create rigid peptide mimics and other bioactive compounds with enhanced metabolic stability and receptor selectivity.
• Asymmetric Synthesis: Employed as a chiral auxiliary or starting material in catalytic asymmetric reactions to generate enantiomerically pure compounds.
• Chemical Biology Probes: Useful for synthesizing molecular probes to study enzyme function or protein-protein interactions in biological systems.

Basic Information

Product Name	(1S,4S,5R)-Rel-5-Amino-2-Boc-2-Azabicyclo[2.1.1]Hexane
CAS No.	1027177-72-5
Molecular Formula	C11H20N2O2
Molecular Weight	212.29 g/mol
Synonyms	5-Amino-2-[(tert-butoxy)carbonyl]-2-azabicyclo[2.1.1]hexane (rel-(1S,4S,5R)-); tert-Butyl (1S,4S,5R)-5-amino-2-azabicyclo[2.1.1]hexane-2-carboxylate; 2-Boc-2-azabicyclo[2.1.1]hexan-5-amine; Bicyclo[2.1.1]hexane-2-carboxylic acid, 5-amino-, 1,1-dimethylethyl ester, (1S,4S,5R)-rel-; rel-(1S,4S,5R)-5-Amino-2-Boc-2-azabicyclo[2.1.1]hexane; (1S,4S,5R)-5-Amino-2-(tert-butoxycarbonyl)-2-azabicyclo[2.1.1]hexane
EINECS	Contact for details

Quality Control

Our (1S,4S,5R)-Rel-5-Amino-2-Boc-2-Azabicyclo[2.1.1]Hexane is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral HPLC and NMR, to ensure high chemical and enantiomeric purity suitable for demanding R&D applications. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profiles is provided with every shipment to support your quality assurance protocols.

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) and should be handled under an inert atmosphere (e.g., nitrogen or argon) for long-term storage or after opening 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)	≥ 97.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% ee
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.