Cas no 846032-67-5 (tert-butyl N-(5-bromonaphthalen-1-yl)carbamate)

tert-butyl N-(5-bromonaphthalen-1-yl)carbamate structure
846032-67-5 structure
Product Name:tert-butyl N-(5-bromonaphthalen-1-yl)carbamate
CAS No:846032-67-5
MF:C15H16BrNO2
MW:322.197043418884
MDL:MFCD34561922
CID:3405355
PubChem ID:69418663
Update Time:2025-11-02

tert-butyl N-(5-bromonaphthalen-1-yl)carbamate Chemical and Physical Properties

Names and Identifiers

    • CARBAMIC ACID, (5-BROMO-1-NAPHTHALENYL)-, 1,1-DIMETHYLETHYL ESTER
    • tert-butyl (5-bromonaphthalen-1-yl)carbamate
    • tert-butyl N-(5-bromonaphthalen-1-yl)carbamate
    • 1-(Boc-amino)-5-bromonaphthalene
    • SCHEMBL5367134
    • E74129
    • EN300-28294210
    • FAPBBCFKFVRNQC-UHFFFAOYSA-N
    • 846032-67-5
    • WS-00480
    • (5-bromo-naphthalen-1-yl)-carbamic acid tert-butyl ester
    • MDL: MFCD34561922
    • Inchi: 1S/C15H16BrNO2/c1-15(2,3)19-14(18)17-13-9-5-6-10-11(13)7-4-8-12(10)16/h4-9H,1-3H3,(H,17,18)
    • InChI Key: FAPBBCFKFVRNQC-UHFFFAOYSA-N
    • SMILES: N(C1=CC=CC2C(=CC=CC1=2)Br)C(=O)OC(C)(C)C

Computed Properties

  • Exact Mass: 321.03644Da
  • Monoisotopic Mass: 321.03644Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 3
  • 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

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Additional information on tert-butyl N-(5-bromonaphthalen-1-yl)carbamate

Recent Advances in the Synthesis and Applications of tert-Butyl N-(5-Bromonaphthalen-1-yl)carbamate (CAS: 846032-67-5)

The compound tert-butyl N-(5-bromonaphthalen-1-yl)carbamate (CAS: 846032-67-5) has recently garnered significant attention in the field of chemical biology and pharmaceutical research. This carbamate derivative, characterized by its bromonaphthalene moiety, serves as a versatile intermediate in the synthesis of complex organic molecules, particularly in drug discovery and development. Recent studies have highlighted its potential in the construction of pharmacologically active scaffolds, owing to its unique reactivity and structural features.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers demonstrated the utility of tert-butyl N-(5-bromonaphthalen-1-yl)carbamate as a key building block in the synthesis of novel kinase inhibitors. The bromine atom at the 5-position of the naphthalene ring facilitates cross-coupling reactions, enabling the introduction of diverse substituents. This flexibility has been exploited to develop compounds with enhanced selectivity and potency against specific kinase targets, which are implicated in various cancers and inflammatory diseases.

Another notable application of this compound was reported in a 2024 ACS Chemical Biology article, where it was used to synthesize fluorescent probes for studying protein-protein interactions. The bromonaphthalene core, when functionalized with appropriate fluorophores, exhibited excellent photophysical properties, making it suitable for live-cell imaging. This advancement opens new avenues for real-time monitoring of biological processes, which is critical for understanding disease mechanisms and evaluating drug efficacy.

From a synthetic chemistry perspective, recent work has focused on optimizing the preparation of tert-butyl N-(5-bromonaphthalen-1-yl)carbamate to improve yield and purity. A 2023 Organic Process Research & Development paper detailed a scalable, one-pot procedure that minimizes byproduct formation and reduces environmental impact. This methodological improvement is particularly relevant for industrial-scale production, where efficiency and sustainability are paramount.

In conclusion, tert-butyl N-(5-bromonaphthalen-1-yl)carbamate (CAS: 846032-67-5) continues to be a valuable tool in chemical biology and pharmaceutical research. Its applications span from drug discovery to diagnostic probe development, underscoring its versatility. Future research is expected to explore its potential in emerging areas such as targeted drug delivery and theranostics, further solidifying its role in advancing biomedical science.

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