Cas no 240401-28-9 (Tert-butyl 2-hydroxy-7-azaspiro[3.5]nonane-7-carboxylate)

Tert-butyl 2-hydroxy-7-azaspiro[3.5]nonane-7-carboxylate is a protected spirocyclic amine derivative used as a key intermediate in organic synthesis and pharmaceutical research. Its rigid spirocyclic structure enhances stereochemical control, making it valuable for constructing complex heterocyclic frameworks. The tert-butyloxycarbonyl (Boc) group provides stability under basic conditions while allowing selective deprotection under acidic conditions. The hydroxyl group at the 2-position offers a versatile handle for further functionalization. This compound is particularly useful in medicinal chemistry for the development of bioactive molecules, including enzyme inhibitors and receptor modulators. Its high purity and well-defined reactivity profile ensure reproducibility in synthetic applications.
Tert-butyl 2-hydroxy-7-azaspiro[3.5]nonane-7-carboxylate structure
240401-28-9 structure
Product Name:Tert-butyl 2-hydroxy-7-azaspiro[3.5]nonane-7-carboxylate
CAS No:240401-28-9
MF:C13H23NO3
MW:241.326624155045
MDL:MFCD14584466
CID:823108
PubChem ID:9834677
Update Time:2025-06-13

Tert-butyl 2-hydroxy-7-azaspiro[3.5]nonane-7-carboxylate Chemical and Physical Properties

Names and Identifiers

    • tert-Butyl 2-hydroxy-7-azaspiro[3.5]nonane-7-carboxylate
    • 7-Boc-2-hydroxy-7-azaspiro[3.5]nonane
    • 7-tert-Butoxycarbonyl-7-azaspiro[3.5]nonan-2-ol
    • 2-Hydroxy-7-aza-spiro[3.5]nonane-7-carboxylic acid tert-butyl ester
    • QTKGBUXGQNHIIM-UHFFFAOYSA-N
    • 7-Boc-2-hydroxy-7-azaspir...
    • 1725AB
    • 7-Boc-7-azaspiro[3.5]nonane-2-ol
    • FCH1625564
    • PB11119
    • OR317098
    • AK104509
    • AB0081575
    • AX8238717
    • Tert-butyl2-hydroxy-7-azaspiro[3.5]nonane-7-carboxylate
    • CS-0045416
    • 7-Boc-7-azaspiro[3.5]nonan-2-ol
    • tert-butyl 2-hydroxy-7-aza-spiro[3.5]-nonane-7-carboxylate
    • AC-30358
    • 240401-28-9
    • AS-42007
    • t-butyl 2-hydroxy-7-azaspiro[3.5]nonane-7-carboxylate
    • 7-(tert-butoxycarbonyl)-2-hydroxy-7-azaspiro[3.5]nonane
    • DTXSID10431487
    • SY098616
    • MFCD14584466
    • AKOS016008184
    • EN300-153673
    • SCHEMBL1474868
    • Tert-butyl 2-hydroxy-7-azaspiro[3.5]nonane-7-carboxylate
    • MDL: MFCD14584466
    • Inchi: 1S/C13H23NO3/c1-12(2,3)17-11(16)14-6-4-13(5-7-14)8-10(15)9-13/h10,15H,4-9H2,1-3H3
    • InChI Key: QTKGBUXGQNHIIM-UHFFFAOYSA-N
    • SMILES: OC1CC2(CCN(C(=O)OC(C)(C)C)CC2)C1

Computed Properties

  • Exact Mass: 241.16789
  • 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: 2
  • Complexity: 292
  • 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: 49.8
  • XLogP3: 1.6

Experimental Properties

  • PSA: 49.77

Tert-butyl 2-hydroxy-7-azaspiro[3.5]nonane-7-carboxylate Pricemore >>

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Additional information on Tert-butyl 2-hydroxy-7-azaspiro[3.5]nonane-7-carboxylate

Research Brief on Tert-butyl 2-hydroxy-7-azaspiro[3.5]nonane-7-carboxylate (CAS: 240401-28-9): Recent Advances and Applications

Tert-butyl 2-hydroxy-7-azaspiro[3.5]nonane-7-carboxylate (CAS: 240401-28-9) is a spirocyclic compound that has garnered significant attention in the field of chemical biology and medicinal chemistry due to its unique structural features and potential therapeutic applications. Recent studies have explored its utility as a key intermediate in the synthesis of bioactive molecules, particularly in the development of novel pharmaceuticals targeting neurological disorders and infectious diseases. This research brief aims to summarize the latest findings related to this compound, highlighting its synthetic routes, biological activities, and emerging applications.

The compound's spirocyclic scaffold, characterized by a 7-azaspiro[3.5]nonane core, offers a rigid yet flexible framework that is highly amenable to structural modifications. This property has been leveraged in the design of drug candidates with improved pharmacokinetic profiles. Recent synthetic methodologies have focused on optimizing the yield and purity of Tert-butyl 2-hydroxy-7-azaspiro[3.5]nonane-7-carboxylate, with particular emphasis on green chemistry approaches to reduce environmental impact. For instance, a 2023 study demonstrated a catalytic asymmetric synthesis route that achieved high enantioselectivity, paving the way for its use in chiral drug development.

In terms of biological activity, Tert-butyl 2-hydroxy-7-azaspiro[3.5]nonane-7-carboxylate has shown promise as a precursor for inhibitors of enzymes such as proteases and kinases, which are critical targets in cancer and inflammatory diseases. A recent publication in the Journal of Medicinal Chemistry reported its incorporation into a series of novel kinase inhibitors, exhibiting nanomolar potency against specific cancer cell lines. Additionally, its hydroxyl group provides a handle for further derivatization, enabling the attachment of various pharmacophores to enhance target specificity.

Beyond its role in drug discovery, this compound has also been investigated for its potential in chemical biology tools. For example, researchers have utilized its spirocyclic structure to develop fluorescent probes for imaging cellular processes. A 2024 study highlighted its use in tracking protein-protein interactions in real-time, offering insights into dynamic biological systems. Such applications underscore its versatility beyond traditional medicinal chemistry.

In conclusion, Tert-butyl 2-hydroxy-7-azaspiro[3.5]nonane-7-carboxylate (CAS: 240401-28-9) represents a valuable building block in modern drug discovery and chemical biology. Its synthetic accessibility, coupled with its adaptable structure, positions it as a key player in the development of next-generation therapeutics and research tools. Future research directions may include exploring its utility in targeted drug delivery systems and as a scaffold for multifunctional bioactive molecules.

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