Cas no 1258637-94-3 (Tert-butyl 4-(2-amino-1,1-difluoroethyl)piperidine-1-carboxylate)

Tert-butyl 4-(2-amino-1,1-difluoroethyl)piperidine-1-carboxylate is a fluorinated piperidine derivative widely used as a versatile intermediate in pharmaceutical and agrochemical synthesis. Its key structural features include a tert-butyloxycarbonyl (Boc)-protected amine and a 1,1-difluoroethylamine moiety, which enhance its utility in selective functionalization and stability under various reaction conditions. The difluoroethyl group imparts unique electronic and steric properties, making it valuable in the design of bioactive molecules. The Boc protection allows for controlled deprotection, facilitating further derivatization. This compound is particularly useful in medicinal chemistry for the development of protease inhibitors, receptor modulators, and other therapeutics requiring precise fluorine incorporation. Its high purity and well-defined reactivity profile make it a reliable building block for complex synthetic routes.
Tert-butyl 4-(2-amino-1,1-difluoroethyl)piperidine-1-carboxylate structure
1258637-94-3 structure
Product Name:Tert-butyl 4-(2-amino-1,1-difluoroethyl)piperidine-1-carboxylate
CAS No:1258637-94-3
MF:C12H22F2N2O2
MW:264.312090396881
MDL:MFCD18433789
CID:4565286
PubChem ID:105515125
Update Time:2025-11-02

Tert-butyl 4-(2-amino-1,1-difluoroethyl)piperidine-1-carboxylate Chemical and Physical Properties

Names and Identifiers

    • tert-butyl 4-(2-amino-1,1-difluoroethyl)piperidine-1-carboxylate
    • 1-Piperidinecarboxylic acid, 4-(2-amino-1,1-difluoroethyl)-, 1,1-dimethylethyl ester
    • SB12787
    • 1-Boc-4-(2-amino-1,1-difluoroethyl)piperidine
    • t-Butyl 4-(2-amino-1,1-difluoroethyl)piperidine-1-carboxylate
    • tert-butyl4-(2-amino-1,1-difluoroethyl)piperidine-1-carboxylate
    • P16336
    • AKOS030238361
    • 1258637-94-3
    • CS-0048265
    • EN300-1603770
    • AS-53331
    • MFCD18433789
    • JPAFVXCGQPKXSN-UHFFFAOYSA-N
    • Tert-butyl 4-(2-amino-1,1-difluoroethyl)piperidine-1-carboxylate
    • MDL: MFCD18433789
    • Inchi: 1S/C12H22F2N2O2/c1-11(2,3)18-10(17)16-6-4-9(5-7-16)12(13,14)8-15/h9H,4-8,15H2,1-3H3
    • InChI Key: JPAFVXCGQPKXSN-UHFFFAOYSA-N
    • SMILES: FC(CN)(C1CCN(C(=O)OC(C)(C)C)CC1)F

Computed Properties

  • Exact Mass: 264.16493427 g/mol
  • Monoisotopic Mass: 264.16493427 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 4
  • Complexity: 295
  • 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: 1.6
  • Topological Polar Surface Area: 55.6
  • Molecular Weight: 264.31

Tert-butyl 4-(2-amino-1,1-difluoroethyl)piperidine-1-carboxylate Pricemore >>

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Additional information on Tert-butyl 4-(2-amino-1,1-difluoroethyl)piperidine-1-carboxylate

Comprehensive Guide to Tert-butyl 4-(2-amino-1,1-difluoroethyl)piperidine-1-carboxylate (CAS No. 1258637-94-3)

Tert-butyl 4-(2-amino-1,1-difluoroethyl)piperidine-1-carboxylate (CAS No. 1258637-94-3) is a specialized organic compound widely used in pharmaceutical research and fine chemical synthesis. This compound features a piperidine core modified with a tert-butyl carbamate protecting group and a 1,1-difluoroethylamine side chain, making it a valuable intermediate in drug discovery. Its unique structural properties have drawn significant attention from researchers exploring novel bioactive molecules.

The growing demand for fluorinated compounds in medicinal chemistry has increased interest in Tert-butyl 4-(2-amino-1,1-difluoroethyl)piperidine-1-carboxylate. Fluorine atoms enhance metabolic stability and bioavailability, making this compound particularly relevant in the development of CNS-targeting drugs and enzyme inhibitors. Researchers frequently search for "difluoroethylamine derivatives" and "piperidine-based building blocks" to identify potential candidates for their projects.

From a synthetic perspective, Tert-butyl 4-(2-amino-1,1-difluoroethyl)piperidine-1-carboxylate serves as a versatile scaffold for constructing more complex molecules. The Boc-protected amine (tert-butoxycarbonyl) allows for selective deprotection under mild acidic conditions, while the difluoroethylamine moiety offers opportunities for further functionalization. These characteristics make it particularly valuable in parallel synthesis and combinatorial chemistry approaches.

The compound's physicochemical properties have been carefully studied to support its applications. With a molecular weight of 278.33 g/mol, Tert-butyl 4-(2-amino-1,1-difluoroethyl)piperidine-1-carboxylate typically appears as a white to off-white crystalline powder. Its solubility profile shows good dissolution in common organic solvents like dichloromethane, ethyl acetate, and dimethyl sulfoxide, while being less soluble in water. These properties are crucial for researchers planning synthetic routes or formulation studies.

Recent trends in pharmaceutical development have highlighted the importance of fluorine-containing bioactive molecules, driving increased interest in CAS 1258637-94-3. Many researchers are investigating its potential as a precursor for kinase inhibitors, GPCR modulators, and neurotransmitter analogues. The presence of both fluorine atoms and a protected amine group makes this compound particularly attractive for designing molecules with improved blood-brain barrier penetration and target binding affinity.

Quality control of Tert-butyl 4-(2-amino-1,1-difluoroethyl)piperidine-1-carboxylate is typically performed using advanced analytical techniques. High-performance liquid chromatography (HPLC) and nuclear magnetic resonance (NMR) spectroscopy are commonly employed to verify purity and structural integrity. The compound generally shows excellent stability when stored under recommended conditions (typically at 2-8°C in a dry environment), making it suitable for long-term research projects.

From a commercial perspective, the market for pharmaceutical intermediates like CAS 1258637-94-3 has seen steady growth. Suppliers often highlight its application potential in drug discovery programs and medicinal chemistry optimization. The compound's versatility has made it a subject of numerous patent applications, particularly in areas related to neurological disorders and metabolic diseases treatment research.

Safety considerations for handling Tert-butyl 4-(2-amino-1,1-difluoroethyl)piperidine-1-carboxylate follow standard laboratory protocols for amine-containing compounds. While not classified as highly hazardous, proper personal protective equipment including gloves and safety glasses is recommended. The compound should be used in well-ventilated areas, following all relevant chemical safety guidelines and good laboratory practices.

The synthesis of Tert-butyl 4-(2-amino-1,1-difluoroethyl)piperidine-1-carboxylate typically involves multi-step organic transformations starting from commercially available piperidine derivatives. Key steps often include Boc protection of the amine group, followed by introduction of the difluoroethyl moiety through carefully controlled reactions. Process chemists continue to optimize these synthetic routes to improve yields and reduce environmental impact.

Looking forward, the applications of CAS 1258637-94-3 are expected to expand as researchers discover new ways to utilize its unique chemical properties. Its role in developing next-generation therapeutics and diagnostic agents makes it a compound of ongoing interest in both academic and industrial settings. The combination of fluorine chemistry and protected amine functionality ensures its continued relevance in modern drug design strategies.

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