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8-Azabicyclo[3.2.1]Octane-2-Carboxylic Acid, 8-Methyl-3-[4-(Trimethyl-Stannyl)Phenyl]-, Methyl Ester, [1R-(Exo, Exo)]- CAS NO 158111-10-5


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CAS No.:158111-10-5

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

8-Azabicyclo[3.2.1]Octane-2-Carboxylic Acid, 8-Methyl-3-[4-(Trimethyl-Stannyl)Phenyl]-, Methyl Ester, [1R-(Exo, Exo)]- is a high-value, stereochemically defined organotin intermediate featuring a complex tropane-derived bicyclic framework. This compound matters for its role as a critical building block in advanced organic synthesis, particularly in cross-coupling reactions enabled by its trimethylstannyl moiety. It is primarily needed by pharmaceutical R&D and fine chemical synthesis teams developing novel active pharmaceutical ingredients (APIs) and complex molecular architectures.

Application

  • Pharmaceutical Intermediate: Serves as a key precursor in the synthesis of complex drug candidates, particularly those targeting the central nervous system (CNS).
  • Stille Cross-Coupling Reactions: The trimethylstannyl group acts as a versatile handle for forming carbon-carbon bonds with aryl or vinyl halides under palladium catalysis.
  • Advanced Organic Synthesis: Used in constructing sophisticated, nitrogen-containing bicyclic scaffolds for medicinal chemistry and chemical biology research.
  • Ligand and Catalyst Development: Potential use in the development of novel chiral ligands or organometallic catalysts due to its rigid, three-dimensional structure.
  • Radiopharmaceutical Precursor: The organotin group can be a precursor for radioiodination or other radiolabeling techniques in diagnostic agent development.
  • Material Science Research: Exploration of its use in creating novel organic materials with specific electronic or structural properties.

Basic Information

Product Name 8-Azabicyclo[3.2.1]Octane-2-Carboxylic Acid, 8-Methyl-3-[4-(Trimethyl-Stannyl)Phenyl]-, Methyl Ester, [1R-(Exo, Exo)]-
CAS No. 158111-10-5
Molecular Formula C19H27NO2Sn
Molecular Weight 420.13 g/mol
Synonyms (1R,2R,3S,5S)-8-Methyl-3-[4-(trimethylstannyl)phenyl]-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester; Methyl (1R,2R,3S,5S)-3-[4-(trimethylstannyl)phenyl]-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate; [1R-(exo,exo)]-8-Methyl-3-[4-(trimethylstannyl)phenyl]-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester; 8-Methyl-3-(4-trimethylstannylphenyl)-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester, endo-; Tropane-2-carboxylic acid, 3-(4-(trimethylstannyl)phenyl)-, methyl ester, (1R,2R,3S,5S)-rel-; Organotin tropane derivative; Stannylated tropane ester.
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Quality Control

Our production of this advanced intermediate adheres to strict quality protocols to ensure batch-to-batch consistency and purity essential for sensitive coupling reactions. Quality is verified through comprehensive analytical techniques including HPLC, NMR (1H, 13C, 119Sn), and GC-MS. A detailed Certificate of Analysis (COA) is provided with each shipment, documenting identity, purity, and impurity profiles. We support development under cGMP guidelines where required.

Storage

Preserve in a tightly closed container, protected from light. For long-term stability, store at 2-8°C under an inert atmosphere (e.g., argon or nitrogen). The compound is moisture-sensitive and should be handled in a dry environment. Keep away from strong oxidizers and acids.

Specification

Item Specification
Appearance White to off-white solid
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 97.0%
Water Content (KF) ≤ 0.5%
Residual Solvents (GC) Meets ICH guidelines
Specific Rotation Contact for details

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

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