Cas no 1357352-29-4 (tert-butyl 4-hydroxy-8-azaspiro[4.5]decane-8-carboxylate)

Tert-butyl 4-hydroxy-8-azaspiro[4.5]decane-8-carboxylate is a versatile intermediate in organic synthesis, particularly valued for its spirocyclic and hydroxyl-functionalized structure. The tert-butyloxycarbonyl (Boc) protecting group enhances its stability, facilitating handling and storage while allowing selective deprotection under mild acidic conditions. The hydroxyl group at the 4-position offers a reactive site for further derivatization, making it useful in pharmaceutical and agrochemical applications. Its rigid spirocyclic framework contributes to conformational control in target molecules. This compound is commonly employed in the synthesis of bioactive compounds, including alkaloids and heterocycles, due to its balanced reactivity and compatibility with diverse reaction conditions.
tert-butyl 4-hydroxy-8-azaspiro[4.5]decane-8-carboxylate structure
1357352-29-4 structure
Product Name:tert-butyl 4-hydroxy-8-azaspiro[4.5]decane-8-carboxylate
CAS No:1357352-29-4
MF:C14H25NO3
MW:255.353204488754
MDL:MFCD18073908
CID:4590134
PubChem ID:71305887
Update Time:2025-05-25

tert-butyl 4-hydroxy-8-azaspiro[4.5]decane-8-carboxylate Chemical and Physical Properties

Names and Identifiers

    • 1-Hydroxy-8-aza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester
    • tert-Butyl 1-hydroxy-8-azaspiro[4.5]decane-8-carboxylate
    • tert-butyl 4-hydroxy-8-azaspiro[4.5]decane-8-carboxylate
    • SB43945
    • AM805485
    • W13980
    • 1-Hydroxy-8-aza-spiro[4.5]decane-8-carboxylic acid t-butyl ester
    • AKOS027429164
    • DB-085184
    • CS-0038310
    • tert-Butyl1-hydroxy-8-azaspiro[4.5]decane-8-carboxylate
    • AS-72252
    • 1357352-29-4
    • MDL: MFCD18073908
    • Inchi: 1S/C14H25NO3/c1-13(2,3)18-12(17)15-9-7-14(8-10-15)6-4-5-11(14)16/h11,16H,4-10H2,1-3H3
    • InChI Key: IATHSOHEOHVFKP-UHFFFAOYSA-N
    • SMILES: OC1CCCC21CCN(C(=O)OC(C)(C)C)CC2

Computed Properties

  • Exact Mass: 255.183
  • Monoisotopic Mass: 255.183
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 2
  • Complexity: 314
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.9
  • Topological Polar Surface Area: 49.8

tert-butyl 4-hydroxy-8-azaspiro[4.5]decane-8-carboxylate Pricemore >>

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Additional information on tert-butyl 4-hydroxy-8-azaspiro[4.5]decane-8-carboxylate

tert-butyl 4-hydroxy-8-azaspiro[4.5]decane-8-carboxylate (CAS No. 1357352-29-4)

tert-butyl 4-hydroxy-8-azaspiro[4.5]decane-8-carboxylate is a complex organic compound with the CAS registry number 1357352-29-4. This compound belongs to the class of spiro compounds, which are characterized by two rings sharing only one atom, typically a nitrogen or oxygen atom in such cases. The structure of this compound features a spiro ring system, specifically an 8-azaspiro[4.5]decane, which indicates that the nitrogen atom is part of both rings, creating a bicyclic structure.

The compound's name provides detailed structural information: the tert-butyl group is attached to the carboxylic acid moiety, while the 4-hydroxy group is located on the spiro ring system. This combination of functional groups suggests that the compound may exhibit interesting chemical and biological properties, particularly in terms of its reactivity and potential applications in medicinal chemistry.

Recent studies have highlighted the importance of spiro compounds in drug design due to their unique structural features and potential for modulating biological activity. The presence of both hydroxyl and carboxylic acid groups in tert-butyl 4-hydroxy-8-azaspiro[4.5]decane-8-carboxylate makes it a promising candidate for exploring interactions with biological targets, such as enzymes or receptors. The tert-butyl group, being a bulky substituent, could influence the compound's pharmacokinetic properties, such as absorption and metabolism.

From a synthetic perspective, the preparation of this compound likely involves multi-step reactions, including nucleophilic substitutions, cyclizations, and possibly ring-forming reactions to achieve the spiro structure. The synthesis may also require protection-deprotection strategies to manage reactive functional groups during the reaction sequence.

In terms of applications, tert-butyl 4-hydroxy-8-azaspiro[4.5]decane-8-carboxylate could serve as an intermediate in the synthesis of more complex molecules with therapeutic potential. Its structural features suggest that it might be used in designing agents targeting various diseases, including neurodegenerative disorders or cancer.

Additionally, computational studies using molecular modeling techniques could provide insights into the compound's interactions with biological systems. For instance, docking studies might reveal how this compound binds to specific protein targets, while molecular dynamics simulations could shed light on its conformational flexibility and stability within physiological environments.

In summary, tert-butyl 4-hydroxy-8-azaspiro[4.5]decane-8-carboxylate (CAS No. 1357352-29-4) is a structurally unique organic compound with potential applications in medicinal chemistry and drug discovery. Its spiro ring system and functional groups make it an intriguing subject for further research into its chemical synthesis, biological activity, and therapeutic potential.

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