Cas no 2306265-70-1 (tert-butyl 4-(hydroxymethyl)-2-azabicyclo[2.2.2]octane-2-carboxylate)

Technical Introduction: Tert-butyl 4-(hydroxymethyl)-2-azabicyclo[2.2.2]octane-2-carboxylate is a bicyclic tertiary amine derivative featuring a hydroxymethyl substituent and a Boc-protected amine. Its rigid azabicyclo[2.2.2]octane scaffold enhances stereochemical stability, making it valuable for applications in medicinal chemistry and asymmetric synthesis. The hydroxymethyl group offers a versatile handle for further functionalization, while the Boc protection ensures compatibility with standard deprotection protocols. This compound is particularly useful as an intermediate in the synthesis of complex pharmacophores or chiral ligands, where its structural constraints and reactive sites facilitate precise molecular design. Its stability and synthetic flexibility make it a practical choice for research and industrial applications.
tert-butyl 4-(hydroxymethyl)-2-azabicyclo[2.2.2]octane-2-carboxylate structure
2306265-70-1 structure
Product Name:tert-butyl 4-(hydroxymethyl)-2-azabicyclo[2.2.2]octane-2-carboxylate
CAS No:2306265-70-1
MF:C13H23NO3
MW:241.326624155045
MDL:MFCD31926298
CID:5096359
PubChem ID:154705009
Update Time:2026-03-02

tert-butyl 4-(hydroxymethyl)-2-azabicyclo[2.2.2]octane-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • 2-Azabicyclo[2.2.2]octane-2-carboxylic acid, 4-(hydroxymethyl)-, 1,1-dimethylethyl ester
    • tert-butyl 4-(hydroxymethyl)-2-azabicyclo[2.2.2]octane-2-carboxylate
    • PS-19286
    • Tert-butyl4-(hydroxymethyl)-2-azabicyclo[2.2.2]octane-2-carboxylate
    • 2-Boc-4-(hydroxymethyl)-2-azabicyclo[2.2.2]octane
    • 2306265-70-1
    • CS-0310219
    • SY323496
    • MFCD31926298
    • EN300-6759991
    • D96966
    • MDL: MFCD31926298
    • Inchi: 1S/C13H23NO3/c1-12(2,3)17-11(16)14-8-13(9-15)6-4-10(14)5-7-13/h10,15H,4-9H2,1-3H3
    • InChI Key: SMKLGNNNELLHMN-UHFFFAOYSA-N
    • SMILES: C12CCC(CO)(CC1)CN2C(OC(C)(C)C)=O

Computed Properties

  • Exact Mass: 241.16779360g/mol
  • Monoisotopic Mass: 241.16779360g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 3
  • Complexity: 300
  • 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: 49.8?2

tert-butyl 4-(hydroxymethyl)-2-azabicyclo[2.2.2]octane-2-carboxylate Pricemore >>

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Additional information on tert-butyl 4-(hydroxymethyl)-2-azabicyclo[2.2.2]octane-2-carboxylate

Comprehensive Overview of tert-butyl 4-(hydroxymethyl)-2-azabicyclo[2.2.2]octane-2-carboxylate (CAS No. 2306265-70-1)

The compound tert-butyl 4-(hydroxymethyl)-2-azabicyclo[2.2.2]octane-2-carboxylate (CAS No. 2306265-70-1) is a highly specialized organic molecule that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. Its unique azabicyclo[2.2.2]octane scaffold, combined with the hydroxymethyl and tert-butyl carboxylate functional groups, makes it a versatile intermediate for the synthesis of complex bioactive molecules. Researchers are particularly interested in its potential applications in drug discovery, especially for targeting neurological disorders and inflammatory diseases.

One of the key structural features of this compound is its 2-azabicyclo[2.2.2]octane core, which is known for its rigidity and three-dimensionality. This structural motif is often employed in the design of enzyme inhibitors and receptor modulators, as it can mimic natural substrates or transition states. The presence of the hydroxymethyl group further enhances its utility, allowing for easy derivatization and conjugation with other pharmacophores. The tert-butyl carboxylate moiety, on the other hand, provides stability and solubility, making the compound suitable for various synthetic and analytical applications.

In recent years, the demand for tert-butyl 4-(hydroxymethyl)-2-azabicyclo[2.2.2]octane-2-carboxylate has surged due to its role in the development of next-generation therapeutics. With the rise of AI-driven drug discovery and computational chemistry, researchers are increasingly relying on such building blocks to accelerate the identification of novel drug candidates. The compound's CAS No. 2306265-70-1 is frequently searched in scientific databases, reflecting its growing importance in the pharmaceutical industry.

Another area where this compound shows promise is in the field of bioconjugation and prodrug design. The hydroxymethyl group can be readily modified to attach targeting ligands or prodrug moieties, enabling the development of targeted drug delivery systems. This is particularly relevant in the context of personalized medicine, where there is a need for compounds that can be tailored to specific patient populations or disease states.

From a synthetic perspective, tert-butyl 4-(hydroxymethyl)-2-azabicyclo[2.2.2]octane-2-carboxylate is often prepared via multi-step organic transformations, including cyclization reactions and protective group strategies. The choice of reagents and conditions is critical to achieving high yields and purity, which are essential for its subsequent use in drug development. Researchers are also exploring green chemistry approaches to synthesize this compound, aligning with the global push for sustainable pharmaceutical manufacturing.

The compound's physicochemical properties, such as its logP and aqueous solubility, are of particular interest to medicinal chemists. These parameters influence its bioavailability and pharmacokinetic profile, which are critical factors in drug design. Computational tools like molecular docking and QSAR modeling are often employed to predict its behavior in biological systems, further underscoring its relevance in modern drug discovery.

In summary, tert-butyl 4-(hydroxymethyl)-2-azabicyclo[2.2.2]octane-2-carboxylate (CAS No. 2306265-70-1) is a valuable compound with broad applications in pharmaceutical research. Its unique structural features and versatility make it a key player in the development of innovative therapeutics and targeted drug delivery systems. As the field of precision medicine continues to evolve, the demand for such specialized intermediates is expected to grow, solidifying its place in the future of drug discovery.

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