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Ethyl (1R,3R,5R)-2-Boc-2-Azabicyclo[3.1.0]Hexane-3-Carboxylate CAS NO 871727-37-6


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CAS No.:871727-37-6

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Ethyl (1R,3R,5R)-2-Boc-2-Azabicyclo[3.1.0]Hexane-3-Carboxylate is a high-purity, advanced pharmaceutical intermediate featuring a rigid bicyclic scaffold with a protected amine group. This compound is critical for the synthesis of complex, conformationally constrained active pharmaceutical ingredients (APIs), particularly in antiviral and central nervous system (CNS) drug discovery. It is primarily utilized by research institutions, contract development and manufacturing organizations (CDMOs), and pharmaceutical companies engaged in the development of novel therapeutics.

Application

  • Key Intermediate in Antiviral Drug Synthesis: Serves as a crucial building block for the development of novel protease inhibitors and other antiviral agents.
  • Precursor for CNS-Active Compounds: Used in the construction of complex molecules targeting neurological disorders due to its constrained, bicyclic structure.
  • Chiral Building Block in Medicinal Chemistry: Provides a stereochemically defined core for the synthesis of enantiomerically pure drug candidates.
  • Peptidomimetic Research: Employed in the design and synthesis of peptidomimetics where the bicyclo[3.1.0]hexane system mimics peptide turn structures.
  • Process Chemistry & Scale-Up: Supplied to CDMOs for the development and optimization of scalable synthetic routes for clinical and commercial API manufacturing.
  • Academic & Industrial R&D: Used in exploratory chemistry for the discovery of new chemical entities across various therapeutic areas.

Basic Information

Product Name Ethyl (1R,3R,5R)-2-Boc-2-Azabicyclo[3.1.0]Hexane-3-Carboxylate
CAS No. 871727-37-6
Molecular Formula C14H23NO4
Molecular Weight 269.34 g/mol
Synonyms Ethyl (1R,3R,5R)-2-[(tert-butoxy)carbonyl]-2-azabicyclo[3.1.0]hexane-3-carboxylate; (1R,3R,5R)-2-Boc-2-Azabicyclo[3.1.0]Hexane-3-Carboxylic Acid Ethyl Ester; 2-Boc-2-azabicyclo[3.1.0]hexane-3-carboxylic acid ethyl ester, (1R,3R,5R)-; tert-Butyl (1R,3R,5R)-3-(ethoxycarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate; Boc-Aze(3)-OEt (stereospecific); 871727-37-6; AZBC-OEt-Boc
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Quality Control

Our Ethyl (1R,3R,5R)-2-Boc-2-Azabicyclo[3.1.0]Hexane-3-Carboxylate is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including chiral HPLC, to ensure high chemical and enantiomeric purity suitable for advanced pharmaceutical research. Certificates of Analysis (COA) with detailed chromatographic data are provided for every shipment, supporting compliance with cGMP and ICH Q7 guidelines for pharmaceutical intermediates.

Storage

Preserve in a tightly closed container, protected from light. Store at 2-8°C under an inert atmosphere for long-term stability. This material is hygroscopic and should be handled in a dry environment to prevent degradation.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Identification (HPLC) Retention time matches reference standard
Assay (HPLC) ≥98.0%
Chiral Purity (Chiral HPLC) ≥99.0% ee
Related Substances (HPLC) Total impurities ≤1.5% Any single impurity ≤0.5%
Residual Solvents (GC) Complies with ICH Q3C
Water Content (KF) ≤0.5%

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

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