Cas no 1903797-81-8 (Non-8-ynyl-carbamic acid tert-butyl ester)

Non-8-ynyl-carbamic acid tert-butyl ester is a protected amine derivative featuring a terminal alkyne functional group, making it a versatile intermediate in organic synthesis and medicinal chemistry. The tert-butyl carbamate (Boc) group provides stability under basic and nucleophilic conditions, allowing selective deprotection under acidic conditions. The terminal alkyne moiety enables click chemistry applications, such as copper-catalyzed azide-alkyne cycloaddition (CuAAC), facilitating conjugation with azide-containing molecules. This compound is particularly useful in peptide modification, bioconjugation, and polymer chemistry. Its well-defined reactivity and compatibility with orthogonal protection strategies enhance its utility in multi-step synthetic routes. Proper storage under inert conditions ensures long-term stability.
Non-8-ynyl-carbamic acid tert-butyl ester structure
1903797-81-8 structure
Product Name:Non-8-ynyl-carbamic acid tert-butyl ester
CAS No:1903797-81-8
MF:C14H25NO2
MW:239.353804349899
MDL:MFCD31729563
CID:4709569
PubChem ID:137346498
Update Time:2025-06-30

Non-8-ynyl-carbamic acid tert-butyl ester Chemical and Physical Properties

Names and Identifiers

    • Non-8-ynyl-carbamic acid tert-butyl ester
    • N-Boc-non-8-yn-1-amine
    • tert-butyl non-8-yn-1-ylcarbamate
    • 1903797-81-8
    • AKOS037655050
    • MS-21821
    • F81021
    • SCHEMBL22774392
    • EN300-7301379
    • tert-butyl N-non-8-ynylcarbamate
    • A1-26176
    • tert-butyl N-(non-8-yn-1-yl)carbamate
    • MDL: MFCD31729563
    • Inchi: 1S/C14H25NO2/c1-5-6-7-8-9-10-11-12-15-13(16)17-14(2,3)4/h1H,6-12H2,2-4H3,(H,15,16)
    • InChI Key: WWESCFLXEXRJNO-UHFFFAOYSA-N
    • SMILES: O(C(NCCCCCCCC#C)=O)C(C)(C)C

Computed Properties

  • Exact Mass: 239.188529040 g/mol
  • Monoisotopic Mass: 239.188529040 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 9
  • Complexity: 257
  • 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
  • Molecular Weight: 239.35
  • XLogP3: 3.8
  • Topological Polar Surface Area: 38.3

Non-8-ynyl-carbamic acid tert-butyl ester Pricemore >>

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Additional information on Non-8-ynyl-carbamic acid tert-butyl ester

Introduction to Non-8-ynyl-carbamic acid tert-butyl ester (CAS No. 1903797-81-8)

Non-8-ynyl-carbamic acid tert-butyl ester is a significant compound in the field of pharmaceutical chemistry, characterized by its unique structural and functional properties. This compound, identified by the CAS number 1903797-81-8, has garnered considerable attention due to its potential applications in drug development and synthetic organic chemistry. The presence of a terminal alkyne group and a tert-butyl ester moiety makes it a versatile intermediate for various chemical transformations, particularly in the synthesis of complex molecules.

The structure of Non-8-ynyl-carbamic acid tert-butyl ester features a linear backbone with a triple bond at the 8-position, which is a critical feature for its reactivity. This alkyne functionality allows for diverse chemical modifications, including cross-coupling reactions such as Suzuki-Miyaura, Heck, and Sonogashira couplings. These reactions are pivotal in constructing biaryl systems, which are prevalent in many pharmacologically active compounds. The tert-butyl ester group not only provides stability to the molecule but also serves as a protecting group for carboxylic acid functionalities, enabling selective modifications during synthetic pathways.

In recent years, there has been growing interest in exploring the applications of Non-8-ynyl-carbamic acid tert-butyl ester in medicinal chemistry. Its unique structural attributes make it an excellent candidate for developing novel therapeutic agents. For instance, the terminal alkyne can be functionalized to introduce various pharmacophores, while the ester group can be hydrolyzed to yield a free carboxylic acid, which can be further derivatized. This flexibility has led to its incorporation in several research projects aimed at discovering new drugs targeting various diseases.

One of the most compelling aspects of Non-8-ynyl-carbamic acid tert-butyl ester is its role as a building block in the synthesis of complex organic molecules. The synthetic utility of this compound has been demonstrated in multiple studies, where it has been employed to construct intricate scaffolds found in natural products and drug candidates. For example, researchers have utilized this compound to develop novel inhibitors of enzymes involved in cancer metabolism. The ability to precisely modify its structure has opened up new avenues for drug discovery and development.

The chemical properties of Non-8-ynyl-carbamic acid tert-butyl ester also make it an attractive candidate for material science applications. Its ability to undergo controlled polymerization reactions has been explored in the development of advanced materials with tailored properties. These materials could find applications in electronics, coatings, and biodegradable polymers. The versatility of this compound underscores its importance not only in pharmaceuticals but also in broader chemical research.

Recent advancements in synthetic methodologies have further enhanced the utility of Non-8-ynyl-carbamic acid tert-butyl ester. Techniques such as transition-metal-catalyzed reactions have made it possible to introduce diverse functional groups with high efficiency and selectivity. This has enabled chemists to design more complex molecules with precision, accelerating the discovery of new drugs and materials. The integration of computational chemistry and machine learning has also played a significant role in optimizing synthetic routes, making processes more efficient and sustainable.

The pharmacological potential of derivatives of Non-8-ynyl-carbamic acid tert-butyl ester has been extensively studied. Researchers have focused on developing analogs with improved bioavailability and reduced toxicity. By leveraging structure-activity relationship (SAR) studies, scientists have been able to fine-tune the properties of these compounds to enhance their therapeutic efficacy. This approach has led to several promising candidates that are currently undergoing further investigation.

In conclusion, Non-8-ynyl-carbamic acid tert-butyl ester (CAS No. 1903797-81-8) is a multifaceted compound with significant implications in pharmaceutical chemistry and material science. Its unique structural features and synthetic versatility make it an invaluable tool for researchers seeking to develop novel therapeutic agents and advanced materials. As our understanding of chemical transformations continues to evolve, the potential applications of this compound are likely to expand even further, driving innovation across multiple scientific disciplines.

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