(R)-6-(benzyloxycarbonyl)-6-azaspiro(2.5)octane-1-carboxylic acid
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(R)-6-(benzyloxycarbonyl)-6-azaspiro(2.5)octane-1-carboxylic acid

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Category
Cyclic Amino Acids
Catalog number
BAT-008209
CAS number
1539277-95-6
Molecular Formula
C16H19NO4
Molecular Weight
289.33
IUPAC Name
(2R)-6-phenylmethoxycarbonyl-6-azaspiro[2.5]octane-2-carboxylic acid
Storage
Store at 2-8°C
InChI
InChI=1S/C16H19NO4/c18-14(19)13-10-16(13)6-8-17(9-7-16)15(20)21-11-12-4-2-1-3-5-12/h1-5,13H,6-11H2,(H,18,19)/t13-/m0/s1
InChI Key
FQFCMBUJUFOXNL-ZDUSSCGKSA-N
Canonical SMILES
C1CN(CCC12CC2C(=O)O)C(=O)OCC3=CC=CC=C3

(R)-6-(benzyloxycarbonyl)-6-azaspiro(2.5)octane-1-carboxylic acid, often abbreviated as (R)-BZC-6-ASA, is a complex organic compound characterized by its spirocyclic structure. This compound features a distinctive spiro ring system consisting of a benzyl ester and an azaspiro linkage. The stereochemistry of the molecule, indicated by the (R) configuration, refers to the spatial arrangement of the substituents around the chiral center, which is crucial for its biological and chemical properties. The carboxylic acid functional group attached to the spirocyclic system contributes to its reactivity and potential applications in various fields. The unique structural features of (R)-BZC-6-ASA make it a valuable compound for several industrial applications due to its reactivity and specificity.

One significant industrial application of (R)-BZC-6-ASA is in the pharmaceutical industry. The compound's spirocyclic structure and specific stereochemistry are advantageous for drug design and synthesis, particularly in creating novel therapeutic agents. Its ability to interact with biological targets with high specificity makes it a useful intermediate in the development of drugs, including those aimed at treating neurological and psychiatric disorders. Researchers leverage the unique properties of (R)-BZC-6-ASA to design molecules that can selectively bind to receptors or enzymes, enhancing the efficacy and safety profiles of new medications.

Another key application is in the field of chemical synthesis and catalysis. The unique structure of (R)-BZC-6-ASA allows it to function as a valuable reagent or catalyst in various chemical reactions. Its ability to form complex structures with other chemicals makes it an important tool in synthetic chemistry, where it can be used to create intricate molecular architectures. This application is particularly relevant in the synthesis of complex organic molecules, including those used in advanced material sciences and high-performance polymers.

In the agricultural industry, (R)-BZC-6-ASA is used in the development of specialized agrochemicals. The compound’s chemical properties can be exploited to design pesticides and herbicides that are both effective and environmentally friendly. By incorporating (R)-BZC-6-ASA into agrochemical formulations, manufacturers can create products that target specific pests or plant diseases with high precision, reducing the need for broad-spectrum chemicals and minimizing environmental impact.

Lastly, (R)-BZC-6-ASA finds application in the field of material science, particularly in the development of functional materials and coatings. Its unique structural properties allow it to be incorporated into polymer matrices, enhancing the performance and functionality of materials used in various industrial applications. These include high-performance coatings, advanced composites, and smart materials that respond to environmental stimuli. The versatility of (R)-BZC-6-ASA in modifying material properties makes it an essential component in the advancement of cutting-edge technologies.

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