Cas no 889942-58-9 (tert-Butyl 2-(bromomethyl)piperidine-1-carboxylate)

Tert-Butyl 2-(bromomethyl)piperidine-1-carboxylate is a versatile intermediate in organic synthesis, particularly in the preparation of piperidine derivatives. The tert-butyloxycarbonyl (Boc) protecting group enhances stability and facilitates selective deprotection under mild acidic conditions, making it valuable in multi-step syntheses. The bromomethyl moiety provides a reactive site for further functionalization, enabling nucleophilic substitution or cross-coupling reactions. This compound is commonly employed in pharmaceutical and agrochemical research for constructing complex nitrogen-containing scaffolds. Its crystalline solid form ensures ease of handling and storage. High purity grades are available to meet stringent synthetic requirements, ensuring reproducibility in applications such as drug discovery and fine chemical manufacturing.
tert-Butyl 2-(bromomethyl)piperidine-1-carboxylate structure
889942-58-9 structure
Product Name:tert-Butyl 2-(bromomethyl)piperidine-1-carboxylate
CAS No:889942-58-9
MF:C11H20BrNO2
MW:278.186002731323
CID:822073
PubChem ID:20624355
Update Time:2025-11-02

tert-Butyl 2-(bromomethyl)piperidine-1-carboxylate Chemical and Physical Properties

Names and Identifiers

    • tert-Butyl 2-(bromomethyl)piperidine-1-carboxylate
    • 1-BOC-2-BROMOMETHYLPIPERIDINE
    • HT900
    • 2-Bromomethyl-piperidine-1-carboxylic acid tert-butyl ester
    • FT-0753367
    • 889942-58-9
    • 1260619-29-1
    • DTXSID20609150
    • 1260619-63-3
    • BTJNROBVHDMNFZ-UHFFFAOYSA-N
    • Bromomethyl-piperidine-1-carboxylic acid tert-butyl ester
    • AKOS015897949
    • AB74000
    • TERT-BUTYL (2S)-2-(BROMOMETHYL)PIPERIDINE-1-CARBOXYLATE
    • TERT-BUTYL (2R)-2-(BROMOMETHYL)PIPERIDINE-1-CARBOXYLATE
    • SCHEMBL190190
    • tert-Butyl2-(bromomethyl)piperidine-1-carboxylate
    • AB74003
    • EN300-1603305
    • CS-0272854
    • DA-17296
    • MDL: MFCD07776593
    • Inchi: 1S/C11H20BrNO2/c1-11(2,3)15-10(14)13-7-5-4-6-9(13)8-12/h9H,4-8H2,1-3H3
    • InChI Key: BTJNROBVHDMNFZ-UHFFFAOYSA-N
    • SMILES: BrCC1CCCCN1C(=O)OC(C)(C)C

Computed Properties

  • Exact Mass: 277.06800
  • Monoisotopic Mass: 277.06774g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 4
  • Complexity: 225
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.8
  • Topological Polar Surface Area: 29.5?2

Experimental Properties

  • Density: 1.270
  • Boiling Point: 318.3℃ at 760 mmHg
  • PSA: 29.54000
  • LogP: 3.10880

tert-Butyl 2-(bromomethyl)piperidine-1-carboxylate Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on tert-Butyl 2-(bromomethyl)piperidine-1-carboxylate

Comprehensive Guide to tert-Butyl 2-(bromomethyl)piperidine-1-carboxylate (CAS No. 889942-58-9)

tert-Butyl 2-(bromomethyl)piperidine-1-carboxylate (CAS No. 889942-58-9) is a versatile organic compound widely used in pharmaceutical and chemical research. This compound belongs to the class of piperidine derivatives, which are crucial intermediates in the synthesis of various bioactive molecules. With its unique bromomethyl functional group, it serves as a valuable building block in medicinal chemistry and drug discovery.

The molecular structure of tert-Butyl 2-(bromomethyl)piperidine-1-carboxylate features a piperidine ring substituted with a bromomethyl group at the 2-position and a tert-butoxycarbonyl (Boc) protecting group at the nitrogen. This combination enhances its reactivity and stability, making it ideal for multi-step synthetic routes. Researchers often utilize this compound in peptide coupling reactions, cross-coupling chemistry, and the preparation of heterocyclic compounds.

One of the key applications of tert-Butyl 2-(bromomethyl)piperidine-1-carboxylate is in the development of central nervous system (CNS) drugs. The piperidine moiety is a common pharmacophore found in many neurologically active compounds, including antidepressants, antipsychotics, and analgesics. Its bromomethyl group allows for further functionalization, enabling the creation of novel drug candidates with improved efficacy and selectivity.

In recent years, the demand for tert-Butyl 2-(bromomethyl)piperidine-1-carboxylate has surged due to its role in cancer research. Scientists are exploring its potential in designing kinase inhibitors and targeted therapies. The compound's ability to act as a scaffold for drug design has made it a focal point in oncology drug development, aligning with the growing interest in personalized medicine and precision oncology.

Another emerging application of tert-Butyl 2-(bromomethyl)piperidine-1-carboxylate is in the field of agrochemicals. Its structural features make it a promising candidate for developing pesticides and herbicides with enhanced environmental compatibility. As the agricultural industry shifts toward sustainable practices, this compound is gaining attention for its potential to contribute to green chemistry initiatives.

From a synthetic perspective, tert-Butyl 2-(bromomethyl)piperidine-1-carboxylate is valued for its compatibility with modern catalytic methods, such as palladium-catalyzed cross-coupling and photoredox catalysis. These advanced techniques enable efficient and selective transformations, reducing waste and improving yields. The compound's versatility aligns with the increasing demand for atom-economical and eco-friendly synthetic routes in both academia and industry.

Storage and handling of tert-Butyl 2-(bromomethyl)piperidine-1-carboxylate require standard laboratory precautions. It should be kept in a cool, dry place, away from moisture and direct sunlight. Proper personal protective equipment (PPE), including gloves and safety goggles, is recommended when working with this compound to ensure safe laboratory practices.

The market for tert-Butyl 2-(bromomethyl)piperidine-1-carboxylate is expected to grow steadily, driven by its expanding applications in pharmaceuticals, agrochemicals, and material science. With ongoing advancements in synthetic methodology and drug discovery, this compound will likely remain a key player in the fine chemicals sector. Researchers and manufacturers are continually exploring new ways to leverage its unique properties for innovative solutions.

In conclusion, tert-Butyl 2-(bromomethyl)piperidine-1-carboxylate (CAS No. 889942-58-9) is a highly valuable chemical intermediate with broad applications across multiple industries. Its role in drug development, agrochemical innovation, and sustainable chemistry underscores its importance in modern science. As research progresses, this compound will undoubtedly continue to contribute to groundbreaking discoveries and technological advancements.

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