Cas no 202925-92-6 (tert-butyl N-(pent-4-en-1-yl)carbamate)

Tert-butyl N-(pent-4-en-1-yl)carbamate is a protected amine derivative featuring a tert-butoxycarbonyl (Boc) group and a terminal alkene functionality. This compound is valuable in organic synthesis, particularly in peptide chemistry and medicinal chemistry, where the Boc group serves as a robust protecting group for amines under various reaction conditions. The pent-4-en-1-yl chain provides versatility for further functionalization, such as cross-coupling or click chemistry applications. Its stability under basic and nucleophilic conditions makes it suitable for multi-step synthetic routes. The product is typically used as an intermediate in the preparation of more complex molecules, offering controlled deprotection and selective reactivity.
tert-butyl N-(pent-4-en-1-yl)carbamate structure
202925-92-6 structure
Product Name:tert-butyl N-(pent-4-en-1-yl)carbamate
CAS No:202925-92-6
MF:C10H19NO2
MW:185.26336312294
MDL:MFCD08437624
CID:241146
PubChem ID:12181732
Update Time:2025-11-02

tert-butyl N-(pent-4-en-1-yl)carbamate Chemical and Physical Properties

Names and Identifiers

    • Carbamic acid,N-4-penten-1-yl-, 1,1-dimethylethyl ester
    • PENT-4-ENYL-CARBAMIC ACID TERT-BUTYL ESTER
    • tert-butyl N-pent-4-enylcarbamate
    • tert-Butyl pent-4-en-1-ylcarbamate
    • tert-butyl pent-4-enylcarbamate
    • (pent-4-enyl)carbamic acid tert-butyl ester
    • carbamic acid N-(pent-4-enyl)-1,1-dimethylethyl ester
    • CTK8H5089
    • KB-59451
    • N-Pent-4-enylcarb
    • N-tert-butoxycarbonyl-5-hexenamine
    • tert-butyl N-(pent-4-en-1-yl)carbamate
    • DTXSID90479443
    • Carbamic acid, 4-pentenyl-, 1,1-dimethylethyl ester
    • Pent-4-enyl-carbamic acid tert-butyl ester, AldrichCPR
    • TERT-BUTYLPENT-4-EN-1-YLCARBAMATE
    • FT-0691767
    • N-boc-pent-4-enylamine
    • A879731
    • Carbamic acid, N-4-penten-1-yl-, 1,1-dimethylethyl ester
    • UZABMBWHKURXMU-UHFFFAOYSA-N
    • BB 0260596
    • SCHEMBL3637995
    • EN300-235000
    • VU0494930-1
    • 202925-92-6
    • SCHEMBL13006933
    • N-boc-5-amino-1-pentene
    • Carbamic acid, 4-pentenyl-, 1,1-dimethylethyl ester (9CI)
    • AKOS006282945
    • SB35181
    • MFCD08437624
    • F2196-0041
    • AS-38742
    • SY287862
    • DB-321343
    • 1-(Boc-amino)-4-pentene
    • MDL: MFCD08437624
    • Inchi: 1S/C10H19NO2/c1-5-6-7-8-11-9(12)13-10(2,3)4/h5H,1,6-8H2,2-4H3,(H,11,12)
    • InChI Key: UZABMBWHKURXMU-UHFFFAOYSA-N
    • SMILES: O(C(NCCCC=C)=O)C(C)(C)C

Computed Properties

  • Exact Mass: 185.141578849g/mol
  • Monoisotopic Mass: 185.141578849g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 7
  • Complexity: 170
  • 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: 2.4
  • Topological Polar Surface Area: 38.3?2

Experimental Properties

  • PSA: 41.82000
  • LogP: 2.68170

tert-butyl N-(pent-4-en-1-yl)carbamate Security Information

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Additional information on tert-butyl N-(pent-4-en-1-yl)carbamate

Comprehensive Overview of tert-butyl N-(pent-4-en-1-yl)carbamate (CAS No. 202925-92-6)

tert-butyl N-(pent-4-en-1-yl)carbamate (CAS No. 202925-92-6) is a specialized organic compound widely utilized in pharmaceutical and chemical synthesis. This compound belongs to the class of carbamate derivatives, known for their versatility in protecting amine groups during complex synthetic processes. The presence of both a tert-butyl group and a pent-4-en-1-yl chain makes this molecule particularly valuable for researchers focusing on peptide synthesis and drug development.

The molecular structure of tert-butyl N-(pent-4-en-1-yl)carbamate features a reactive alkene moiety, which allows for further functionalization via click chemistry or cross-coupling reactions. This property has made it a popular choice in modern medicinal chemistry, especially in the design of targeted drug delivery systems. Recent trends in green chemistry have also highlighted its potential as a building block for sustainable synthesis routes.

In pharmaceutical applications, tert-butyl N-(pent-4-en-1-yl)carbamate serves as a key intermediate in the production of bioactive molecules. Its stability under various reaction conditions makes it ideal for multi-step syntheses, particularly in the development of small-molecule inhibitors and protease-targeting compounds. The growing demand for precision medicine has further increased interest in this compound, as researchers explore its utility in creating personalized therapeutics.

The synthesis of tert-butyl N-(pent-4-en-1-yl)carbamate typically involves the reaction of pent-4-en-1-amine with di-tert-butyl dicarbonate under mild conditions. This process has been optimized in recent years to improve yield and purity, addressing the needs of high-throughput screening in drug discovery. Analytical techniques such as NMR spectroscopy and mass spectrometry are commonly employed to verify the compound's structure and purity.

From a commercial perspective, tert-butyl N-(pent-4-en-1-yl)carbamate has seen steady market growth due to its expanding applications in bioconjugation and material science. The compound's compatibility with various polymerization techniques has opened new possibilities in creating functionalized materials for biomedical devices. Suppliers have responded to this demand by offering the compound in various purity grades, from research quantities to bulk industrial scales.

Recent advancements in catalytic processes have improved the accessibility of tert-butyl N-(pent-4-en-1-yl)carbamate, making it more cost-effective for large-scale applications. The compound's stability profile has been thoroughly investigated, with studies confirming its compatibility with common organic solvents and moderate temperature ranges. These characteristics make it particularly valuable for automated synthesis platforms increasingly used in modern laboratories.

Environmental considerations have also shaped the discussion around tert-butyl N-(pent-4-en-1-yl)carbamate. The compound's biodegradation pathways and ecotoxicological profile have been subjects of recent research, aligning with the pharmaceutical industry's focus on green chemistry principles. These studies have confirmed that proper handling and disposal procedures can effectively mitigate any potential environmental impact.

In the context of intellectual property, several patents have been filed covering novel applications of tert-butyl N-(pent-4-en-1-yl)carbamate, particularly in drug formulation and biomaterial engineering. This legal landscape reflects the compound's growing importance in cutting-edge research and development. Academic publications referencing this compound have shown a consistent upward trend, indicating its expanding role in scientific innovation.

Quality control standards for tert-butyl N-(pent-4-en-1-yl)carbamate have become increasingly stringent, with many manufacturers now offering certificates of analysis that include detailed chromatographic purity data. This development responds to the pharmaceutical industry's need for highly characterized building blocks in regulatory-compliant synthesis pathways. Storage recommendations typically suggest keeping the compound in cool, dry conditions to maintain stability over extended periods.

The future outlook for tert-butyl N-(pent-4-en-1-yl)carbamate appears promising, with emerging applications in biocatalysis and nanotechnology showing particular potential. As synthetic methodologies continue to evolve, this compound is likely to play an even greater role in the development of next-generation therapeutic agents and advanced materials. Its combination of synthetic versatility and structural features positions it as a valuable tool for researchers across multiple disciplines.

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