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(1R,2S,3S,4S,6R)-5-Oxotricyclo[2.2.1.02,6]Heptane-3-Carboxylic Acid CAS NO 71155-07-2


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CAS No.:71155-07-2

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(1R,2S,3S,4S,6R)-5-Oxotricyclo[2.2.1.02,6]Heptane-3-Carboxylic Acid is a high-purity, chiral bicyclic compound featuring a rigid norbornane-like framework with a carboxylic acid functional group. This specific stereochemistry makes it a valuable and versatile chiral building block for advanced organic synthesis and pharmaceutical research. It is primarily sought after by research chemists and process development scientists in the pharmaceutical, agrochemical, and specialty chemical industries for constructing complex molecular architectures.

Application

  • Pharmaceutical Intermediate: A key chiral synthon for the development of novel active pharmaceutical ingredients (APIs), particularly in central nervous system (CNS) and antiviral drug candidates.
  • Asymmetric Synthesis: Serves as a precursor or scaffold for creating chiral ligands, catalysts, and auxiliaries used in stereoselective transformations.
  • Agrochemical Research: Used in the synthesis of advanced, biologically active compounds with specific stereochemical requirements for crop protection.
  • Material Science: Acts as a monomer or cross-linking agent for synthesizing polymers with unique thermal and mechanical properties derived from its rigid bicyclic structure.
  • Academic & R&D: A critical reagent for methodological studies in organic chemistry, exploring new cycloaddition reactions and stereochemical control.
  • Fine Chemical Production: Employed in the multi-step synthesis of complex fragrances, flavors, and other high-value specialty chemicals.

Basic Information

Product Name (1R,2S,3S,4S,6R)-5-Oxotricyclo[2.2.1.02,6]Heptane-3-Carboxylic Acid
CAS No. 71155-07-2
Molecular Formula C9H10O3
Molecular Weight 166.17 g/mol
Synonyms 5-Oxonorbornane-2-carboxylic acid (endo,exo-isomer); (1R,2S,3S,4S,6R)-Bicyclo[2.2.1]heptane-2-carboxylic acid, 5-oxo-; endo-5-Norbornene-2-carboxylic acid, 3,4-epoxy-; 3-Carboxy-5-oxotricyclo[2.2.1.02,6]heptane; 5-Oxobicyclo[2.2.1]heptane-2-carboxylic acid; 2-Carboxy-5-oxonorbornane; Chiral norbornane carboxylic acid derivative
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Quality Control

Our (1R,2S,3S,4S,6R)-5-Oxotricyclo[2.2.1.02,6]Heptane-3-Carboxylic Acid is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including chiral purity verification by HPLC, to ensure it meets the high standards required for research and development applications. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated area at a controlled room temperature (15-25°C). Due to its hygroscopic nature, the container must be kept tightly sealed after opening to minimize exposure to atmospheric moisture.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Assay (HPLC) ≥ 98.0%
Chiral Purity (Chiral HPLC) ≥ 99.0% ee
Loss on Drying ≤ 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.

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