Description

3-Oxabicyclo[3.2.0]Heptane-2-Carboxylicacid,1-Ethoxy-,Methylester,(1S,2R,5R)-(9Ci) is a high-purity chiral building block and advanced pharmaceutical intermediate. This compound is valued for its rigid, bicyclic oxabicyclo[3.2.0]heptane scaffold, which is crucial for imparting specific three-dimensional conformation and biological activity in target molecules. It is primarily sought after by research institutions and pharmaceutical companies engaged in the development of novel active pharmaceutical ingredients (APIs), particularly in therapeutic areas requiring complex stereochemistry.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the multi-step synthesis of complex drug candidates, especially those targeting the central nervous system (CNS) and infectious diseases.
• Asymmetric Synthesis: Utilized as a precursor or reagent in catalytic asymmetric reactions to construct stereochemically defined molecular architectures.
• Medicinal Chemistry Research: Serves as a core scaffold for structure-activity relationship (SAR) studies and library synthesis in drug discovery programs.
• Process Chemistry Development: Used in the scale-up and optimization of synthetic routes for potential commercial APIs, where consistent stereopurity is critical.
• Chemical Biology Probes: Acts as a building block for creating molecular probes to study enzyme mechanisms or biological pathways.

Basic Information

Product Name	3-Oxabicyclo[3.2.0]Heptane-2-Carboxylicacid,1-Ethoxy-,Methylester,(1S,2R,5R)-(9Ci)
CAS No.	727428-94-6
Molecular Formula	C10H16O4
Molecular Weight	200.23 g/mol
Synonyms	(1S,2R,5R)-1-Ethoxy-3-oxabicyclo[3.2.0]heptane-2-carboxylic acid methyl ester; Methyl (1S,2R,5R)-1-ethoxy-3-oxabicyclo[3.2.0]heptane-2-carboxylate; (1S,2R,5R)-1-Ethoxy-3-oxabicyclo[3.2.0]heptane-2-carboxylic acid methyl ester; 3-Oxabicyclo[3.2.0]heptane-2-carboxylic acid, 1-ethoxy-, methyl ester, (1S,2R,5R)-; (1S,2R,5R)-1-Ethoxy-3-oxabicyclo[3.2.0]hept-6-ene-2-carboxylic acid methyl ester (related unsaturated form); Oxabicycloheptane carboxylate ester; Chiral oxabicyclo[3.2.0]heptane derivative
EINECS	Contact for details

Quality Control

Our products undergo rigorous quality testing to ensure compliance with industry standards. Every batch is characterized to confirm identity, purity, and stereochemical integrity, with a typical HPLC purity specification ≥98.0% and enantiomeric excess (e.e.) ≥99.0%. Certificates of Analysis (COA) detailing specific chromatographic and spectroscopic data (HPLC, GC, NMR, [α]D) are available upon request.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (15-25°C). This material is moisture-sensitive (hygroscopic); keep the container tightly sealed under an inert atmosphere when not in use to prevent degradation.

Specification

Item	Specification
Appearance	Colorless to pale yellow liquid or low-melting solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Enantiomeric Excess (Chiral HPLC)	≥ 99.0% e.e.
Specific Rotation ([α]D)	To be provided on COA
Water Content (KF)	≤ 0.5%
Residual Solvents (GC)	Complies with ICH Q3C guidelines

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