Cas no 294174-70-2 (Tert-butyl 5-amino-1-benzofuran-2-carboxylate)

Tert-butyl 5-amino-1-benzofuran-2-carboxylate is a versatile intermediate in organic synthesis, particularly valued for its benzofuran core and reactive amino group. The tert-butyl ester moiety enhances stability, facilitating handling and storage while allowing selective deprotection under mild conditions. This compound is widely employed in pharmaceutical and agrochemical research, serving as a key building block for the development of heterocyclic compounds. Its structural features enable further functionalization, making it useful for constructing complex molecular frameworks. The amino group provides a convenient site for derivatization, supporting applications in drug discovery and material science. High purity and consistent quality ensure reliable performance in synthetic workflows.
Tert-butyl 5-amino-1-benzofuran-2-carboxylate structure
294174-70-2 structure
Product Name:Tert-butyl 5-amino-1-benzofuran-2-carboxylate
CAS No:294174-70-2
MF:C13H15NO3
MW:233.263103723526
CID:2149655
Update Time:2025-10-28

Tert-butyl 5-amino-1-benzofuran-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • tert-butyl 5-amino-1-benzofuran-2-carboxylate
    • Tert-butyl 5-aminobenzofuran-2-carboxylate
    • YZWDEGMXFZIHIT-UHFFFAOYSA-N
    • Tert-butyl 5-amino-1-benzofuran-2-carboxylate
    • Inchi: 1S/C13H15NO3/c1-13(2,3)17-12(15)11-7-8-6-9(14)4-5-10(8)16-11/h4-7H,14H2,1-3H3
    • InChI Key: YZWDEGMXFZIHIT-UHFFFAOYSA-N
    • SMILES: O(C(C1=CC2C=C(C=CC=2O1)N)=O)C(C)(C)C

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 3
  • Complexity: 298
  • Topological Polar Surface Area: 65.5

Tert-butyl 5-amino-1-benzofuran-2-carboxylate Pricemore >>

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Additional information on Tert-butyl 5-amino-1-benzofuran-2-carboxylate

Tert-butyl 5-amino-1-benzofuran-2-carboxylate (CAS No: 294174-70-2)

Tert-butyl 5-amino-1-benzofuran-2-carboxylate, also known by its CAS registry number 294174-70-2, is a compound of significant interest in the fields of organic chemistry and pharmacology. This compound belongs to the class of benzofuran derivatives, which have been extensively studied due to their potential applications in drug discovery and material science. The structure of this compound consists of a benzofuran ring system with a tert-butyl ester group at the 2-position and an amino group at the 5-position, making it a versatile molecule for various chemical modifications and biological evaluations.

Recent studies have highlighted the importance of benzofuran derivatives in medicinal chemistry, particularly in the development of anti-inflammatory, anticancer, and antimicrobial agents. The presence of the amino group in Tert-butyl 5-amino-1-benzofuran-2-carboxylate introduces additional functional groups that can be exploited for further chemical transformations, such as amidation or alkylation, to generate more complex structures with enhanced bioactivity. This makes it a valuable intermediate in the synthesis of more sophisticated molecules.

The synthesis of Tert-butyl 5-amino-1-benzofuran-2-carboxylate typically involves multi-step reactions, including nucleophilic substitutions, oxidations, and esterifications. Researchers have optimized these processes to achieve higher yields and better purity, ensuring that the compound is readily available for further studies. The stability and solubility properties of this compound have also been investigated, providing essential information for its handling and application in various experimental setups.

In terms of biological activity, Tert-butyl 5-amino-1-benzofuran-2-carboxylate has shown promising results in preliminary assays targeting enzymes involved in inflammation and cancer progression. For instance, studies have demonstrated its ability to inhibit cyclooxygenase (COX) enzymes, which are key players in inflammatory processes. Additionally, its potential as an anticancer agent has been explored through cell viability assays, where it exhibited selective cytotoxicity against cancer cell lines.

The versatility of this compound extends beyond its direct biological applications. It has also been utilized as a building block in the construction of larger molecular frameworks, such as macrocycles and supramolecular assemblies. These structures hold potential applications in drug delivery systems and nanotechnology.

Recent advancements in computational chemistry have enabled researchers to predict the pharmacokinetic properties of Tert-butyl 5-amino-1-benzofuran-2-carboxylate, providing insights into its absorption, distribution, metabolism, and excretion (ADME) profile. These predictions are crucial for guiding preclinical studies and optimizing the compound's bioavailability.

In conclusion, Tert-butyl 5-amino-1-benzofuran-2-carboxylate (CAS No: 294174-70-2) is a multifaceted compound with diverse applications in organic synthesis and drug discovery. Its unique structure and functional groups make it an attractive candidate for further research aimed at unlocking its full potential in therapeutic development.

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