Cas no 1284249-30-4 (tert-butyl 3-fluorocyclobutylcarbaMate)

Tert-butyl 3-fluorocyclobutylcarbamate is a fluorinated cyclobutane derivative featuring a carbamate functional group protected by a tert-butyl moiety. This compound is of interest in medicinal chemistry and pharmaceutical research due to its structural rigidity and the presence of a fluorine atom, which can enhance metabolic stability and influence binding interactions. The tert-butyl group provides steric protection, improving handling and storage stability. Its well-defined stereochemistry and functional group compatibility make it a versatile intermediate for the synthesis of bioactive molecules, particularly in the development of enzyme inhibitors or receptor modulators. The fluorinated cyclobutane scaffold offers potential for tuning physicochemical properties in drug design.
tert-butyl 3-fluorocyclobutylcarbaMate structure
1284249-30-4 structure
Product Name:tert-butyl 3-fluorocyclobutylcarbaMate
CAS No:1284249-30-4
MF:C9H16FNO2
MW:189.227246284485
MDL:MFCD22987613
CID:4566502
PubChem ID:76850201
Update Time:2025-06-22

tert-butyl 3-fluorocyclobutylcarbaMate Chemical and Physical Properties

Names and Identifiers

    • tert-butyl 3-fluorocyclobutylcarbaMate
    • (3-Fluoro-cyclobutyl)-carbamic acid tert-butyl ester
    • WLZ3077
    • EN300-22122130
    • CS-0435463
    • 2323019-82-3
    • SCHEMBL15122857
    • 2624139-44-0
    • TERT-BUTYL N-(3-FLUOROCYCLOBUTYL)CARBAMATE
    • tert-butyl N-[(1r,3r)-3-fluorocyclobutyl]carbamate
    • PZPKBGDJZCUZHX-UHFFFAOYSA-N
    • 1284249-30-4
    • EN300-7297524
    • EN300-27745262
    • tert-butyl N-[(1s,3s)-3-fluorocyclobutyl]carbamate
    • tert-Butyl (3-fluorocyclobutyl)carbamate
    • tert-Butyl(3-fluorocyclobutyl)carbamate
    • FT-0724418
    • AKOS027251211
    • MDL: MFCD22987613
    • Inchi: 1S/C9H16FNO2/c1-9(2,3)13-8(12)11-7-4-6(10)5-7/h6-7H,4-5H2,1-3H3,(H,11,12)
    • InChI Key: PZPKBGDJZCUZHX-UHFFFAOYSA-N
    • SMILES: FC1CC(C1)NC(=O)OC(C)(C)C

Computed Properties

  • Exact Mass: 189.11650692g/mol
  • Monoisotopic Mass: 189.11650692g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 4
  • Complexity: 194
  • 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: 1.9
  • Topological Polar Surface Area: 38.3?2

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Additional information on tert-butyl 3-fluorocyclobutylcarbaMate

Comprehensive Overview of tert-butyl 3-fluorocyclobutylcarbamate (CAS No. 1284249-30-4)

tert-butyl 3-fluorocyclobutylcarbamate (CAS No. 1284249-30-4) is a fluorinated cyclobutane derivative that has garnered significant attention in pharmaceutical and agrochemical research due to its unique structural properties. The compound features a fluorocyclobutyl moiety, which enhances its metabolic stability and bioavailability, making it a valuable intermediate in drug discovery. Researchers are increasingly exploring its applications in the synthesis of novel bioactive molecules, particularly in the development of kinase inhibitors and protease modulators.

The tert-butyl group in tert-butyl 3-fluorocyclobutylcarbamate provides steric protection, improving the compound's stability under various reaction conditions. This characteristic is particularly advantageous in multi-step synthetic routes, where intermediates must withstand harsh conditions. Additionally, the fluorine atom introduces electronegativity, influencing the compound's binding affinity to biological targets. Such properties align with current trends in medicinal chemistry, where fluorinated compounds are prized for their ability to fine-tune pharmacokinetic profiles.

In recent years, the demand for fluorinated building blocks like tert-butyl 3-fluorocyclobutylcarbamate has surged, driven by the growing emphasis on precision medicine and targeted therapies. Pharmaceutical companies are leveraging such compounds to develop next-generation treatments for conditions like cancer, inflammatory diseases, and central nervous system disorders. The compound's versatility also extends to agrochemical applications, where fluorinated derivatives are used to design pesticides with improved efficacy and environmental safety.

From a synthetic perspective, tert-butyl 3-fluorocyclobutylcarbamate is often prepared via carbamate formation reactions, involving the condensation of 3-fluorocyclobutanamine with di-tert-butyl dicarbonate. This method is favored for its high yield and scalability, making the compound accessible for industrial applications. Researchers are also investigating alternative synthetic pathways to optimize efficiency and reduce costs, reflecting the broader shift toward sustainable chemistry practices.

The compound's physicochemical properties, such as its melting point, solubility, and logP value, are critical for its application in drug formulation. Studies have shown that tert-butyl 3-fluorocyclobutylcarbamate exhibits favorable solubility in organic solvents, facilitating its use in liquid-phase reactions. These attributes are frequently discussed in forums and publications focused on advanced synthetic methodologies, highlighting the compound's relevance in contemporary research.

Another area of interest is the role of tert-butyl 3-fluorocyclobutylcarbamate in fragment-based drug design (FBDD). Fragment libraries increasingly incorporate fluorinated scaffolds to explore new chemical space and identify lead compounds with high binding specificity. This approach aligns with the industry's focus on reducing attrition rates in clinical trials by prioritizing molecules with optimized ADME (absorption, distribution, metabolism, and excretion) properties.

Environmental and regulatory considerations also play a role in the compound's adoption. As the chemical industry moves toward greener alternatives, tert-butyl 3-fluorocyclobutylcarbamate is being evaluated for its environmental impact. Researchers are exploring biodegradable derivatives and safer synthetic routes to address concerns about persistent organic pollutants. These efforts resonate with global initiatives like the Green Chemistry Principles, which advocate for sustainable innovation.

In summary, tert-butyl 3-fluorocyclobutylcarbamate (CAS No. 1284249-30-4) represents a versatile and strategically important compound in modern chemistry. Its applications span drug discovery, agrochemical development, and materials science, reflecting the interdisciplinary nature of fluorinated molecules. As research continues to uncover new uses for this compound, its significance in the scientific community is expected to grow, solidifying its position as a cornerstone of innovative chemical design.

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