Description

2-Naphthalenol, 6-Fluoro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-5-[2-[Tris(1-Methylethyl)Silyl]Ethynyl]- is a sophisticated, multi-functional organic building block designed for advanced synthetic chemistry. This compound is engineered to provide a unique combination of a protected phenol, a pinacol boronate ester, and a silyl-protected alkyne, enabling complex, multi-step coupling reactions in a single molecule. It is a critical intermediate for researchers and process chemists in the pharmaceutical and advanced materials sectors who require high-purity, structurally complex precursors for drug discovery and organic electronic development.

Application

• Pharmaceutical Intermediate: Key building block in the synthesis of complex drug candidates, particularly for targeted therapies and kinase inhibitors.
• Suzuki-Miyaura Cross-Coupling: The boronate ester moiety serves as a crucial partner in palladium-catalyzed cross-coupling reactions to form biaryl structures.
• Sonogashira Coupling Precursor: The silyl-protected alkyne group can be deprotected and used in Sonogashira reactions to create conjugated alkyne-aryl systems.
• Organic Light-Emitting Diode (OLED) Materials: Used in the research and development of novel electron-transport or emissive layer materials.
• Ligand Synthesis for Catalysis: Serves as a precursor for creating sophisticated, multi-dentate ligands used in asymmetric catalysis.
• Polymer Chemistry: Enables the synthesis of specialty polymers with tailored optical or electronic properties.
• Agrochemical Research: Intermediate in the development of new active ingredients with complex aromatic backbones.

Basic Information

Product Name	2-Naphthalenol, 6-Fluoro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-5-[2-[Tris(1-Methylethyl)Silyl]Ethynyl]-
CAS No.	2757097-49-5
Molecular Formula	C₂₉H₄₀BFO₃Si
Molecular Weight	494.53 g/mol
Synonyms	6-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-((triisopropylsilyl)ethynyl)naphthalen-2-ol; 5-((Triisopropylsilyl)ethynyl)-6-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-naphthol; TIPS-Ethynyl Fluoronaphthol Boronic Ester Pinacol Ester; (6-Fluoro-5-((triisopropylsilyl)ethynyl)-2-hydroxynaphthalen-4-yl)boronic acid pinacol ester; Boronic acid, B-[6-fluoro-5-[(triisopropylsilyl)ethynyl]-2-hydroxy-4-naphthalenyl]-, pinacol ester
EINECS	Contact for details

Quality Control

This high-value intermediate is produced under strict quality control protocols to ensure batch-to-batch consistency and purity essential for sensitive coupling reactions. Our standard grade typically meets a purity specification of ≥95% (by HPLC), with rigorous identity confirmation via spectroscopic methods. A comprehensive Certificate of Analysis (COA) detailing purity, assay, and impurity profile is provided with each shipment. We adhere to cGMP principles where applicable to support pharmaceutical development.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C or as indicated on the label. This compound is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (argon or nitrogen) when possible to maintain stability and prevent decomposition of the boronate ester and silyl ether functionalities. Allow the sealed container to equilibrate to room temperature before opening to minimize moisture ingress.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 95.0%
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.