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tert-Butyl(4-(Benzyloxy)-1-Iodonaphthalen-2-Yl)Carbamate CAS NO 161646-53-3


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CAS No.:161646-53-3

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

tert-Butyl(4-(Benzyloxy)-1-Iodonaphthalen-2-Yl)Carbamate is a specialized, high-purity organic intermediate featuring a naphthalene core functionalized with iodine, benzyloxy, and a tert-butyloxycarbonyl (Boc) protecting group. This compound matters for its role as a critical building block in advanced organic synthesis, enabling precise molecular construction through cross-coupling and functional group manipulation. Pharmaceutical, agrochemical, and advanced materials researchers need this iodinated intermediate for developing novel active ingredients and complex chemical architectures where structural fidelity is paramount.

Application

  • Pharmaceutical Intermediate: Serves as a key precursor in the synthesis of complex drug candidates, particularly those with naphthalene-based scaffolds, utilizing the iodine moiety for Suzuki, Stille, or other palladium-catalyzed cross-coupling reactions.
  • Agrochemical Research: Employed in the development of new herbicides, fungicides, or insecticides where the specific substitution pattern on the naphthalene ring is essential for biological activity.
  • Material Science: Used in the creation of organic semiconductors, liquid crystals, or fluorescent dyes, where the conjugated naphthalene system and modifiable functional groups tune electronic and optical properties.
  • Chemical Biology & Proteomics: Acts as a versatile scaffold for creating molecular probes, tags, or linkers due to the reactive iodine handle and the Boc-protected amine, which can be selectively deprotected.
  • Academic & Contract Research: A valuable reagent for methodological development in organic chemistry, enabling studies on new catalytic systems or reaction pathways involving aryl halides.
  • Custom Synthesis & Scale-Up: Supplied to CDMOs (Contract Development and Manufacturing Organizations) for gram to kilogram-scale production of target molecules for clinical trials or commercial launch.

Basic Information

Item Detail
Product Name tert-Butyl(4-(Benzyloxy)-1-Iodonaphthalen-2-Yl)Carbamate
CAS No. 161646-53-3
Molecular Formula C22H22INO3
Molecular Weight 475.32 g/mol
Synonyms 1-Iodo-4-(benzyloxy)-2-[[(1,1-dimethylethoxy)carbonyl]amino]naphthalene; Boc-4-(BnO)-1-Iodo-2-naphthylamine; tert-Butyl N-[4-(benzyloxy)-1-iodonaphthalen-2-yl]carbamate; 2-((tert-Butoxycarbonyl)amino)-4-(benzyloxy)-1-iodonaphthalene; 1-Iodo-4-benzyloxy-2-(Boc-amino)naphthalene; Boc-Protected 4-Benzyloxy-1-iodo-2-aminonaphthalene; N-Boc-4-(Benzyloxy)-1-iodo-2-naphthylamine
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Quality Control

Our tert-Butyl(4-(Benzyloxy)-1-Iodonaphthalen-2-Yl)Carbamate is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical characterization, including HPLC, NMR, and mass spectrometry, to ensure high chemical purity and structural identity. We provide a detailed Certificate of Analysis (COA) with every shipment, documenting key parameters such as assay purity and impurity profiles. Our commitment to traceability and consistency supports critical research and development projects globally.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This compound is light-sensitive; prolonged exposure to light should be avoided to maintain stability. Keep the container tightly sealed in a dry environment to prevent moisture uptake.

Specification

Item Specification
Appearance Off-white to light yellow crystalline powder
Identification (HPLC) Retention time corresponds to reference standard
Identification (NMR) Spectrum consistent with structure
Purity (HPLC) ≥ 97.0%
Water Content (KF) ≤ 0.5%
Residue on Ignition ≤ 0.1%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.

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