Description

Ethyl (1S*,2R*,3R*,5R*)-2-(tert-Butoxycarbonylamino)-6-Oxa-Bicyclo[3.1.0]Hexane-3-Carboxylate is a high-purity, stereochemically defined bicyclic amino acid derivative, serving as a critical chiral building block in advanced organic synthesis. Its value lies in its rigid, fused-ring scaffold which is instrumental for constructing complex molecular architectures with precise three-dimensional control. This compound is essential for research and development chemists in the pharmaceutical and agrochemical industries, particularly for the synthesis of novel active pharmaceutical ingredients (APIs) and bioactive compounds.

Application

• Pharmaceutical Intermediate: A key chiral synthon for the development of protease inhibitors, antiviral agents, and other small-molecule therapeutics.
• Peptidomimetics & Constrained Peptide Design: Used to introduce conformational rigidity into peptide backbones, enhancing metabolic stability and binding affinity.
• Agrochemical Synthesis: Serves as a precursor for chiral ligands and active ingredients in crop protection products.
• Asymmetric Catalysis: Employed in the synthesis of novel chiral catalysts and ligands for enantioselective transformations.
• Chemical Biology & Probe Development: Utilized to create molecular probes for studying enzyme function and biological pathways.
• Academic & Contract Research: A valuable reagent for methodological development and exploring new chemical space in academic and industrial R&D settings.

Basic Information

Product Name	Ethyl (1S*,2R*,3R*,5R*)-2-(tert-Butoxycarbonylamino)-6-Oxa-Bicyclo[3.1.0]Hexane-3-Carboxylate
CAS No.	959745-87-0
Molecular Formula	C14H23NO5
Molecular Weight	285.34 g/mol
Synonyms	Ethyl 2-[(tert-butoxycarbonyl)amino]-6-oxabicyclo[3.1.0]hexane-3-carboxylate; (1S,2R,3R,5R)-Ethyl 2-((tert-butoxycarbonyl)amino)-6-oxabicyclo[3.1.0]hexane-3-carboxylate; 6-Oxabicyclo[3.1.0]hexane-3-carboxylic acid, 2-[(1,1-dimethylethoxy)carbonyl]amino]-, ethyl ester, (1S,2R,3R,5R)-; Bicyclic Proline Derivative; Boc-6-Oxa-bicyclo[3.1.0]hexane-3-carboxylic acid ethyl ester; Ethyl 2-(Boc-amino)-6-oxabicyclo[3.1.0]hexane-3-carboxylate
EINECS	Contact for details

Quality Control

Our production of Ethyl (1S*,2R*,3R*,5R*)-2-(tert-Butoxycarbonylamino)-6-Oxa-Bicyclo[3.1.0]Hexane-3-Carboxylate adheres to stringent quality management protocols to ensure batch-to-batch consistency and high chemical purity. Each lot is characterized by comprehensive analytical techniques including HPLC, NMR, and chiral analysis to confirm identity, stereochemical purity, and potency. Certificates of Analysis (COA) detailing all specifications are provided and can be tailored to meet specific customer or regulatory requirements.

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 moisture-sensitive; keep the container tightly sealed in a dry environment. 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.