Cas no 646071-42-3 (Tert-butyl 4-(carbamoylamino)piperidine-1-carboxylate)

Tert-butyl 4-(carbamoylamino)piperidine-1-carboxylate is a protected piperidine derivative widely used in pharmaceutical and organic synthesis. Its key structural features include a tert-butyloxycarbonyl (Boc) protecting group, which enhances stability and facilitates selective deprotection under mild acidic conditions. The carbamoylamino moiety provides a versatile handle for further functionalization, making it valuable in the development of bioactive compounds. This intermediate is particularly useful in peptide coupling reactions and as a building block for drug candidates targeting neurological and metabolic disorders. Its high purity and well-defined reactivity profile ensure reproducibility in complex synthetic routes. The compound is typically handled under inert conditions to preserve its integrity.
Tert-butyl 4-(carbamoylamino)piperidine-1-carboxylate structure
646071-42-3 structure
Product Name:Tert-butyl 4-(carbamoylamino)piperidine-1-carboxylate
CAS No:646071-42-3
MF:C11H21N3O3
MW:243.30274271965
MDL:MFCD11505616
CID:421070
PubChem ID:39870371
Update Time:2025-11-01

Tert-butyl 4-(carbamoylamino)piperidine-1-carboxylate Chemical and Physical Properties

Names and Identifiers

    • 1-Piperidinecarboxylic acid, 4-[(aminocarbonyl)amino]-,1,1-dimethylethyl ester
    • tert-butyl 4-(carbamoylamino)piperidine-1-carboxylate
    • tert-butyl 4-[(aminocarbonyl)amino]piperidine-1-carboxylate
    • tert-butyl 4-ureidopiperidine-1-carboxylate
    • HTS028324
    • STL072959
    • NE28129
    • Z425640208
    • Z414313974
    • 646071-42-3
    • AKOS005656124
    • AS-69414
    • tert-butyl4-(carbamoylamino)piperidine-1-carboxylate
    • SCHEMBL14450277
    • MFCD11505616
    • F8880-8501
    • t-Butyl 4-ureidopiperidine-1-carboxylate
    • W15866
    • EN300-40505
    • AB01002571-01
    • DB-189387
    • Tert-butyl 4-(carbamoylamino)piperidine-1-carboxylate
    • MDL: MFCD11505616
    • Inchi: 1S/C11H21N3O3/c1-11(2,3)17-10(16)14-6-4-8(5-7-14)13-9(12)15/h8H,4-7H2,1-3H3,(H3,12,13,15)
    • InChI Key: DNJITBZVBYLUJT-UHFFFAOYSA-N
    • SMILES: O(C(C)(C)C)C(N1CCC(CC1)NC(N)=O)=O

Computed Properties

  • Exact Mass: 243.15829154g/mol
  • Monoisotopic Mass: 243.15829154g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 3
  • Complexity: 291
  • 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
  • Topological Polar Surface Area: 84.7
  • XLogP3: 0.4

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Additional information on Tert-butyl 4-(carbamoylamino)piperidine-1-carboxylate

Tert-butyl 4-(carbamoylamino)piperidine-1-carboxylate (CAS No. 646071-42-3): A Comprehensive Overview in Modern Chemical and Pharmaceutical Research

Tert-butyl 4-(carbamoylamino)piperidine-1-carboxylate, identified by its CAS number 646071-42-3, is a specialized compound that has garnered significant attention in the realms of chemical and pharmaceutical research. This compound, featuring a complex molecular structure, has found utility in various applications, particularly in the development of novel therapeutic agents and biochemical research tools. The unique combination of functional groups within its framework makes it a versatile intermediate in synthetic chemistry, enabling researchers to explore innovative pathways for drug discovery and molecular manipulation.

The structural integrity of Tert-butyl 4-(carbamoylamino)piperidine-1-carboxylate is characterized by the presence of a piperidine ring, which is a six-membered heterocyclic amine containing one nitrogen atom. This nitrogen-rich structure enhances the compound's reactivity and binding potential, making it an attractive candidate for medicinal chemistry applications. The incorporation of a carbamoylamino group at the 4-position further enriches its chemical properties, providing multiple sites for functionalization and interaction with biological targets.

In recent years, the pharmaceutical industry has witnessed a surge in the exploration of piperidine derivatives due to their favorable pharmacokinetic profiles and enhanced binding affinity to biological receptors. Tert-butyl 4-(carbamoylamino)piperidine-1-carboxylate stands out among these derivatives due to its robust molecular architecture, which allows for stable interactions with target proteins and enzymes. This stability is crucial for the development of long-acting drugs that require sustained activity within the body.

One of the most compelling aspects of Tert-butyl 4-(carbamoylamino)piperidine-1-carboxylate is its role as a key intermediate in the synthesis of more complex molecules. Researchers have leveraged this compound to develop novel inhibitors and modulators targeting various therapeutic areas, including oncology, neurology, and immunology. For instance, recent studies have highlighted its potential in designing small-molecule inhibitors that disrupt aberrant signaling pathways associated with cancer cell proliferation. The ability to fine-tune the compound's structure through strategic functionalization has opened up new avenues for drug development.

The synthesis of Tert-butyl 4-(carbamoylamino)piperidine-1-carboxylate involves multi-step organic reactions that require precise control over reaction conditions and reagent selection. Advanced synthetic methodologies, such as transition metal-catalyzed cross-coupling reactions and asymmetric hydrogenation, have been employed to achieve high yields and enantioselectivity. These techniques not only enhance the efficiency of production but also ensure the purity of the final product, which is essential for downstream applications.

From a biochemical perspective, Tert-butyl 4-(carbamoylamino)piperidine-1-carboxylate exhibits intriguing interactions with biological systems. Its piperidine core mimics natural amino acid residues found in proteins, allowing it to bind effectively to enzyme active sites and modulate their activity. This property has been exploited in the design of enzyme inhibitors that can selectively target pathogenic enzymes without affecting essential cellular processes. Additionally, the carbamoylamino group provides a site for further derivatization, enabling researchers to fine-tune binding affinities and selectivity.

The compound's potential extends beyond traditional drug development into the realm of biomaterials and biotechnology. Its unique structural features make it an excellent candidate for use in designing smart materials that can respond to specific biological cues. For example, researchers have explored its use in developing stimuli-responsive hydrogels that can release therapeutic agents in response to changes in pH or temperature. Such innovations hold promise for targeted drug delivery systems that could improve treatment efficacy while minimizing side effects.

In conclusion, Tert-butyl 4-(carbamoylamino)piperidine-1-carboxylate (CAS No. 646071-42-3) represents a significant advancement in chemical and pharmaceutical research. Its versatile structure and functional properties make it an invaluable tool for developing novel therapeutics and exploring new frontiers in molecular biology. As research continues to uncover new applications for this compound, its importance in advancing medical science is set to grow even further.

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