Cas no 2229330-66-7 (tert-butyl 4-(3-bromo-2,2-dimethylpropyl)piperidine-1-carboxylate)

Technical Introduction: Tert-butyl 4-(3-bromo-2,2-dimethylpropyl)piperidine-1-carboxylate is a versatile intermediate in organic synthesis, particularly valuable for the construction of complex piperidine-based frameworks. The tert-butyloxycarbonyl (Boc) protecting group enhances stability and facilitates selective deprotection under mild acidic conditions, making it suitable for multi-step synthetic routes. The 3-bromo-2,2-dimethylpropyl moiety offers a reactive handle for further functionalization, enabling C-C or C-heteroatom bond formation. Its rigid, sterically hindered structure contributes to controlled reactivity, minimizing side reactions. This compound is commonly employed in pharmaceutical and agrochemical research, where precise modification of the piperidine core is required. High purity and consistent performance make it a reliable choice for demanding synthetic applications.
tert-butyl 4-(3-bromo-2,2-dimethylpropyl)piperidine-1-carboxylate structure
2229330-66-7 structure
Product Name:tert-butyl 4-(3-bromo-2,2-dimethylpropyl)piperidine-1-carboxylate
CAS No:2229330-66-7
MF:C15H28BrNO2
MW:334.292324066162
CID:5838316
PubChem ID:165622064
Update Time:2025-06-08

tert-butyl 4-(3-bromo-2,2-dimethylpropyl)piperidine-1-carboxylate Chemical and Physical Properties

Names and Identifiers

    • tert-butyl 4-(3-bromo-2,2-dimethylpropyl)piperidine-1-carboxylate
    • EN300-1879416
    • 2229330-66-7
    • Inchi: 1S/C15H28BrNO2/c1-14(2,3)19-13(18)17-8-6-12(7-9-17)10-15(4,5)11-16/h12H,6-11H2,1-5H3
    • InChI Key: DZYCFRCGDNQDJK-UHFFFAOYSA-N
    • SMILES: BrCC(C)(C)CC1CCN(C(=O)OC(C)(C)C)CC1

Computed Properties

  • Exact Mass: 333.13034g/mol
  • Monoisotopic Mass: 333.13034g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 5
  • Complexity: 302
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 4.2
  • Topological Polar Surface Area: 29.5?2

tert-butyl 4-(3-bromo-2,2-dimethylpropyl)piperidine-1-carboxylate Pricemore >>

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Additional information on tert-butyl 4-(3-bromo-2,2-dimethylpropyl)piperidine-1-carboxylate

Comprehensive Overview of tert-butyl 4-(3-bromo-2,2-dimethylpropyl)piperidine-1-carboxylate (CAS No. 2229330-66-7)

tert-butyl 4-(3-bromo-2,2-dimethylpropyl)piperidine-1-carboxylate (CAS No. 2229330-66-7) is a specialized organic compound widely utilized in pharmaceutical and agrochemical research. Its unique structural features, including the tert-butyl group and piperidine ring, make it a valuable intermediate in the synthesis of bioactive molecules. The presence of a bromo substituent further enhances its reactivity, enabling diverse chemical transformations. Researchers often explore this compound for its potential in drug discovery, particularly in the development of kinase inhibitors and CNS-targeting agents.

In recent years, the demand for tert-butyl 4-(3-bromo-2,2-dimethylpropyl)piperidine-1-carboxylate has surged due to its relevance in small-molecule drug development. With the growing interest in personalized medicine and targeted therapies, this compound has garnered attention for its role in creating highly selective pharmacophores. Its CAS No. 2229330-66-7 is frequently searched in scientific databases, reflecting its importance in academic and industrial laboratories. The compound’s stability under various conditions also makes it a preferred choice for multistep synthetic routes.

One of the key applications of tert-butyl 4-(3-bromo-2,2-dimethylpropyl)piperidine-1-carboxylate lies in medicinal chemistry, where it serves as a building block for N-heterocyclic scaffolds. These scaffolds are pivotal in designing molecules with improved pharmacokinetic properties. For instance, the piperidine-1-carboxylate moiety is often incorporated into compounds targeting G-protein-coupled receptors (GPCRs), a hot topic in current drug research. Additionally, the bromo group allows for further functionalization via cross-coupling reactions, aligning with the trend toward green chemistry and atom-efficient synthesis.

The synthesis of tert-butyl 4-(3-bromo-2,2-dimethylpropyl)piperidine-1-carboxylate typically involves Boc protection of the piperidine nitrogen, followed by alkylation with a 3-bromo-2,2-dimethylpropyl derivative. This process highlights the compound’s versatility in organic synthesis. Researchers often inquire about its spectroscopic data (e.g., NMR, IR) and chromatographic purity, which are critical for quality control in large-scale production. The compound’s CAS No. 2229330-66-7 is also associated with patents exploring its use in anticancer and anti-inflammatory agents, further driving its commercial demand.

From an environmental perspective, the handling and disposal of tert-butyl 4-(3-bromo-2,2-dimethylpropyl)piperidine-1-carboxylate must adhere to sustainable practices. The bromo group, while useful, necessitates careful waste management to minimize ecological impact. This aligns with the broader industry shift toward eco-friendly synthesis, a topic frequently searched by chemists and environmental scientists. The compound’s stability and solubility profiles are also subjects of ongoing research, particularly in optimizing reaction conditions for high-yield production.

In conclusion, tert-butyl 4-(3-bromo-2,2-dimethylpropyl)piperidine-1-carboxylate (CAS No. 2229330-66-7) is a cornerstone in modern synthetic chemistry. Its applications span drug discovery, material science, and catalysis, making it a compound of enduring relevance. As the scientific community continues to explore its potential, this molecule remains a focal point for innovation in organic and medicinal chemistry.

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