Cas no 501446-66-8 (tert-Butyl 4'-cyano-4-hydroxy-1,4'-bipiperidine-1'-carboxylate)

Tert-Butyl 4'-cyano-4-hydroxy-1,4'-bipiperidine-1'-carboxylate is a versatile bifunctional piperidine derivative featuring both a cyano and a hydroxyl group, along with a Boc-protected amine. This compound serves as a valuable intermediate in medicinal chemistry and drug discovery, particularly for the synthesis of pharmacologically active molecules. The presence of the Boc group allows for selective deprotection under mild acidic conditions, enabling further functionalization. The hydroxyl and cyano moieties provide additional sites for chemical modification, enhancing its utility in scaffold diversification. Its well-defined structure and stability make it suitable for use in high-precision synthetic applications, including the development of kinase inhibitors and other bioactive compounds.
tert-Butyl 4'-cyano-4-hydroxy-1,4'-bipiperidine-1'-carboxylate structure
501446-66-8 structure
Product Name:tert-Butyl 4'-cyano-4-hydroxy-1,4'-bipiperidine-1'-carboxylate
CAS No:501446-66-8
MF:C16H27N3O3
MW:309.40388417244
CID:1560895
PubChem ID:59732263
Update Time:2025-06-11

tert-Butyl 4'-cyano-4-hydroxy-1,4'-bipiperidine-1'-carboxylate Chemical and Physical Properties

Names and Identifiers

    • [1,4'-Bipiperidine]-1'-carboxylic acid, 4'-cyano-4-hydroxy-,1,1-dimethylethyl ester
    • tert-butyl 4-cyano-4-(4-hydroxy-1-piperidyl)piperidine-1-carboxylate
    • SAXCOPHNOZELEQ-UHFFFAOYSA-N
    • tert-Butyl 4'-cyano-4-hydroxy-1,4'-bipiperidine-1'-carboxylate
    • 501446-66-8
    • DB-321645
    • SCHEMBL648469
    • tert-butyl 4-cyano-4-(4-hydroxypiperidin-1-yl)piperidine-1-carboxylate
    • tert-Butyl 4'-cyano-4-hydroxy-[1,4'-bipiperidine]-1'-carboxylate
    • starbld0012516
    • Inchi: 1S/C16H27N3O3/c1-15(2,3)22-14(21)18-10-6-16(12-17,7-11-18)19-8-4-13(20)5-9-19/h13,20H,4-11H2,1-3H3
    • InChI Key: SAXCOPHNOZELEQ-UHFFFAOYSA-N
    • SMILES: OC1CCN(CC1)C1(C#N)CCN(C(=O)OC(C)(C)C)CC1

Computed Properties

  • Exact Mass: 309.20541
  • Monoisotopic Mass: 309.20524173g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 3
  • Complexity: 447
  • 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: 1.2
  • Topological Polar Surface Area: 76.8?2

Experimental Properties

  • PSA: 76.8

tert-Butyl 4'-cyano-4-hydroxy-1,4'-bipiperidine-1'-carboxylate Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
T180550-500mg
tert-Butyl 4'-cyano-4-hydroxy-1,4'-bipiperidine-1'-carboxylate
501446-66-8
500mg
$ 440.00 2022-06-03
TRC
T180550-1000mg
tert-Butyl 4'-cyano-4-hydroxy-1,4'-bipiperidine-1'-carboxylate
501446-66-8
1g
$ 730.00 2022-06-03
TRC
T180550-2500mg
tert-Butyl 4'-cyano-4-hydroxy-1,4'-bipiperidine-1'-carboxylate
501446-66-8
2500mg
$ 1450.00 2022-06-03

tert-Butyl 4'-cyano-4-hydroxy-1,4'-bipiperidine-1'-carboxylate Related Literature

Additional information on tert-Butyl 4'-cyano-4-hydroxy-1,4'-bipiperidine-1'-carboxylate

Professional Introduction to Tert-Butyl 4'-cyano-4-hydroxy-1,4'-bipiperidine-1'-carboxylate (CAS No. 501446-66-8)

Tert-butyl 4'-cyano-4-hydroxy-1,4'-bipiperidine-1'-carboxylate (CAS No. 501446-66-8) is a specialized compound that has garnered significant attention in the field of chemical and biomedical research. This compound, characterized by its unique structural features, holds promise in various applications ranging from drug development to diagnostic tools. The molecular structure of this compound includes a bipiperidine backbone, which is a key feature that contributes to its distinct chemical properties and biological activities.

The bipiperidine moiety is particularly noteworthy due to its ability to interact with biological targets in a highly specific manner. This interaction is critical for the design of molecules that can modulate biological pathways effectively. In recent years, there has been a surge in research focused on developing small molecules that can interact with proteins and enzymes involved in disease processes. The tert-butyl group attached to the bipiperidine ring enhances the compound's stability and solubility, making it more suitable for various biochemical assays and pharmaceutical formulations.

One of the most compelling aspects of Tert-butyl 4'-cyano-4-hydroxy-1,4'-bipiperidine-1'-carboxylate is its potential in the development of novel therapeutic agents. The cyano and hydroxyl functional groups on the molecule contribute to its reactivity, allowing it to participate in a wide range of chemical reactions. This reactivity is harnessed in synthetic chemistry to create derivatives with enhanced pharmacological properties. For instance, researchers have explored its use in generating compounds that can inhibit specific enzymes implicated in inflammatory diseases and cancer.

Recent studies have highlighted the compound's role in modulating neurotransmitter receptors, which has significant implications for the treatment of neurological disorders. The bipiperidine scaffold is known to mimic natural neurotransmitters, thereby enabling selective binding to receptor sites. This property makes Tert-butyl 4'-cyano-4-hydroxy-1,4'-bipiperidine-1'-carboxylate a valuable candidate for developing drugs targeting conditions such as depression, anxiety, and neurodegenerative diseases. The addition of the cyano group further enhances its binding affinity and selectivity, making it a promising lead compound for medicinal chemists.

In addition to its therapeutic potential, this compound has shown promise in diagnostic applications. Its unique chemical signature allows it to be labeled with radioactive or fluorescent markers, facilitating its use in imaging techniques and biomarker detection. Researchers are exploring its utility in positron emission tomography (PET) scans and magnetic resonance imaging (MRI) for early detection of diseases such as Alzheimer's and Parkinson's. The ability of Tert-butyl 4'-cyano-4-hydroxy-1,4'-bipiperidine-1'-carboxylate to accumulate in specific tissues while minimizing off-target effects makes it an ideal candidate for such diagnostic tools.

The synthesis of Tert-butyl 4'-cyano-4-hydroxy-1,4'-bipiperidine-1'-carboxylate involves multi-step organic reactions that require precise control over reaction conditions. Advanced synthetic methodologies have been employed to optimize yield and purity. Techniques such as palladium-catalyzed cross-coupling reactions and asymmetric hydrogenation have been particularly useful in constructing the bipiperidine core structure efficiently. These synthetic approaches not only enhance the accessibility of the compound but also allow for modifications that can fine-tune its biological activity.

The safety profile of Tert-butyl 4'-cyano-4-hydroxy-1,4'-bipiperidine-1'-carboxylate has been thoroughly evaluated through preclinical studies. These studies have demonstrated that the compound exhibits low toxicity at therapeutic doses and does not induce significant side effects. However, further research is needed to fully understand its long-term effects and potential interactions with other drugs. Regulatory agencies require comprehensive toxicological data before approving new drug candidates for clinical trials, ensuring patient safety.

The future prospects of Tert-butyl 4'-cyano-4-hydroxy-1,4'-bipiperidine-1'-carboxylate are vast and exciting. Ongoing research aims to expand its applications into new therapeutic areas such as antiviral and anti-inflammatory treatments. Collaborative efforts between academic institutions and pharmaceutical companies are essential to translate laboratory findings into clinical reality. The development of innovative drug delivery systems could further enhance the efficacy of this compound by ensuring targeted release at disease sites.

In conclusion, Tert-butyl 4'-cyano-4-hydroxy-1,4'-bipiperidine-1'-carboxylate (CAS No. 501446-66-8) is a versatile compound with significant potential in pharmaceuticals and diagnostics. Its unique structural features make it an attractive candidate for modulating biological pathways involved in various diseases. As research continues to uncover new applications for this compound, it is likely to play a crucial role in advancing medical treatments and diagnostic technologies.

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