Cas no 869114-68-1 (tert-Butyl (6-bromonaphthalen-2-yl)carbamate)

Technical Introduction: tert-Butyl (6-bromonaphthalen-2-yl)carbamate is a brominated naphthalene derivative featuring a tert-butoxycarbonyl (Boc) protecting group on the amine functionality. This compound serves as a versatile intermediate in organic synthesis, particularly in pharmaceutical and materials science applications. The bromine substituent at the 6-position enables further functionalization via cross-coupling reactions (e.g., Suzuki or Buchwald-Hartwig), while the Boc group offers stability and selective deprotection under mild acidic conditions. Its rigid naphthalene backbone contributes to structural diversity in target molecules. The compound is characterized by high purity and consistent reactivity, making it suitable for precision synthesis. Proper handling under inert conditions is recommended to preserve stability.
tert-Butyl (6-bromonaphthalen-2-yl)carbamate structure
869114-68-1 structure
Product Name:tert-Butyl (6-bromonaphthalen-2-yl)carbamate
CAS No:869114-68-1
MF:C15H16BrNO2
MW:322.197043418884
MDL:MFCD13191642
CID:1091609
PubChem ID:49758836
Update Time:2025-10-29

tert-Butyl (6-bromonaphthalen-2-yl)carbamate Chemical and Physical Properties

Names and Identifiers

    • tert-Butyl (6-bromonaphthalen-2-yl)carbamate
    • tert-butyl 6-broMonaphthalen-2-ylcarbaMate
    • tert-butyl N-(6-bromo-2-naphthyl)carbamate
    • tert-butyl N-(6-bromonaphthalen-2-yl)carbamate
    • 1,1-Dimethylethyl N-(6-bromo-2-naphthalenyl)carbamate (ACI)
    • Carbamic acid, (6-bromo-2-naphthalenyl)-, 1,1-dimethylethyl ester (9CI)
    • BRJSIVVEEVRPCH-UHFFFAOYSA-N
    • DA-41042
    • 869114-68-1
    • tert-butyl-N-(6-bromo-2-naphthyl)carbamate
    • BS-50073
    • EN300-3587813
    • AKOS017560212
    • MFCD13191642
    • SCHEMBL10200217
    • tert-butyl(6-bromonaphthalen-2-yl)carbamate
    • CS-W001659
    • t-Butyl (6-bromonaphthalen-2-yl)carbamate
    • MDL: MFCD13191642
    • Inchi: 1S/C15H16BrNO2/c1-15(2,3)19-14(18)17-13-7-5-10-8-12(16)6-4-11(10)9-13/h4-9H,1-3H3,(H,17,18)
    • InChI Key: BRJSIVVEEVRPCH-UHFFFAOYSA-N
    • SMILES: O=C(NC1C=C2C(C=C(C=C2)Br)=CC=1)OC(C)(C)C

Computed Properties

  • Exact Mass: 321.03600
  • Monoisotopic Mass: 321.03644g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 4
  • Complexity: 327
  • 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: 4.4
  • Topological Polar Surface Area: 38.3?2

Experimental Properties

  • PSA: 38.33000
  • LogP: 5.02230

tert-Butyl (6-bromonaphthalen-2-yl)carbamate Customs Data

  • HS CODE:2924299090
  • Customs Data:

    China Customs Code:

    2924299090

    Overview:

    2924299090. Other cyclic amides(Including cyclic carbamates)(Including their derivatives as well as their salts). VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, packing

    Summary:

    2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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tert-Butyl (6-bromonaphthalen-2-yl)carbamate Production Method

Production Method 1

Reaction Conditions
1.1 Solvents: Tetrahydrofuran ;  overnight, 70 °C
Reference
Nucleotides bearing aminophenyl- or aminonaphthyl-3-methoxychromone solvatochromic fluorophores for the enzymatic construction of DNA probes for the detection of protein-DNA binding
Matyasovsky, Jan; et al, Organic & Biomolecular Chemistry, 2021, 19(45), 9966-9974

Production Method 2

Reaction Conditions
1.1 Solvents: Acetic acid ;  6 d, rt
Reference
Quinuclidine and DABCO Enhance the Radiofluorination of 5-Substituted 2-Halopyridines
Naumiec, Gregory R.; et al, European Journal of Organic Chemistry, 2017, 2017(45), 6593-6603

Production Method 3

Reaction Conditions
1.1 Reagents: Triethylamine Solvents: Tetrahydrofuran ;  rt; 12 h, 35 °C
Reference
Synthesis of structurally diversified BINOLs and NOBINs via palladium-catalyzed C-H arylation with diazoquinones
Zhang, Ji-Wei; et al, Science China: Chemistry, 2021, 64(9), 1515-1521

tert-Butyl (6-bromonaphthalen-2-yl)carbamate Raw materials

tert-Butyl (6-bromonaphthalen-2-yl)carbamate Preparation Products

Additional information on tert-Butyl (6-bromonaphthalen-2-yl)carbamate

Introduction to Tert-Butyl (6-bromonaphthalen-2-yl)carbamate (CAS No. 869114-68-1)

Tert-butyl (6-bromonaphthalen-2-yl)carbamate, identified by its Chemical Abstracts Service number CAS No. 869114-68-1, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical and medicinal chemistry. This compound belongs to the class of naphthalene derivatives, characterized by its brominated aromatic ring system and a carbamate functional group. The tert-butyl moiety attached to the carbamate further enhances its structural stability and reactivity, making it a valuable intermediate in synthetic chemistry.

The structural motif of 6-bromonaphthalen-2-yl)carbamate incorporates a bromine atom at the 6-position of the naphthalene ring, which is a common strategy in medicinal chemistry to introduce modularity and enhance binding interactions with biological targets. The presence of the carbamate group provides a versatile handle for further functionalization, enabling the synthesis of more complex molecules. This compound has been explored in various research avenues, particularly in the development of novel therapeutic agents.

In recent years, there has been a growing interest in leveraging naphthalene derivatives for their potential pharmacological properties. The brominated naphthalene scaffold, as seen in Tert-butyl (6-bromonaphthalen-2-yl)carbamate, has been investigated for its role in modulating biological pathways associated with inflammation, cancer, and neurodegenerative diseases. The carbamate moiety, in particular, has been recognized for its ability to interact with biological targets such as enzymes and receptors, thereby influencing cellular processes.

One of the most compelling aspects of Tert-butyl (6-bromonaphthalen-2-yl)carbamate is its utility as a building block in drug discovery. Researchers have utilized this compound to synthesize analogs with enhanced binding affinity and selectivity. For instance, studies have demonstrated its role in generating inhibitors targeting specific enzymes involved in metabolic disorders. The tert-butyl group not only stabilizes the molecule but also influences its solubility and metabolic fate, making it an attractive candidate for further development.

The bromine atom at the 6-position of the naphthalene ring serves as a reactive site for cross-coupling reactions, such as Suzuki-Miyaura and Buchwald-Hartwig couplings, which are pivotal in constructing complex molecular architectures. These reactions allow chemists to introduce diverse substituents at strategic positions, thereby tailoring the pharmacological properties of the resulting compounds. The versatility of Tert-butyl (6-bromonaphthalen-2-yl)carbamate makes it a valuable asset in medicinal chemistry libraries.

Recent advancements in computational chemistry have further highlighted the potential of CAS No. 869114-68-1 as a lead compound. Molecular docking studies have revealed its binding interactions with proteins implicated in various diseases, providing insights into its mechanism of action. These computational approaches have accelerated the drug discovery process by predicting promising candidates for experimental validation.

In addition to its synthetic utility, Tert-butyl (6-bromonaphthalen-2-yl)carbamate has been explored in preclinical studies for its potential therapeutic effects. Initial findings suggest that derivatives of this compound may exhibit anti-inflammatory and antioxidant properties, making them relevant for treating chronic inflammatory diseases and oxidative stress-related conditions. The combination of structural features such as the brominated naphthalene ring and the carbamate group positions this compound as a promising candidate for further investigation.

The development of novel pharmaceuticals often relies on innovative synthetic methodologies to access complex molecules efficiently. Tert-butyl (6-bromonaphthalen-2-yl)carbamate exemplifies how strategic functionalization can yield compounds with tailored properties suitable for drug discovery. Its role as an intermediate has enabled researchers to explore diverse chemical spaces, leading to the identification of new lead compounds with improved pharmacokinetic profiles.

The future prospects of CAS No. 869114-68-1 are promising, with ongoing research focusing on optimizing its synthetic routes and exploring new applications. As our understanding of biological systems continues to evolve, compounds like Tert-butyl (6-bromonaphthalen-2-yl)carbamate will play an increasingly important role in developing next-generation therapeutics. Their unique structural features offer opportunities to address unmet medical needs by targeting disease-causing pathways with high precision.

In conclusion, Tert-butyl (6-bromonaphthalen-2-yl)carbamate is a multifaceted compound with significant potential in pharmaceutical research. Its combination of structural features makes it an invaluable tool for synthesizing novel therapeutic agents. As research progresses, this compound is expected to contribute to advancements across multiple therapeutic areas, underscoring its importance in modern medicinal chemistry.

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