Description

tert-Butyldimethyl((4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Naphthalen-1-Yl)Oxy)Silane is a sophisticated organosilicon reagent featuring a protected boronic ester functionality. This compound is specifically engineered for use as a key synthetic intermediate in advanced organic synthesis, particularly in cross-coupling reactions. It is essential for researchers and process chemists in the pharmaceutical, agrochemical, and materials science industries who require high-purity, functionalized building blocks for constructing complex molecular architectures.

Application

• Suzuki-Miyaura Cross-Coupling Reactions: Serves as a critical boronic ester coupling partner for the synthesis of biaryl and heterobiaryl structures prevalent in active pharmaceutical ingredients (APIs) and organic electronic materials.
• Pharmaceutical Intermediate Synthesis: Used in the research and development of novel drug candidates, enabling the introduction of naphthalene-based motifs and silicon-protected phenol groups.
• Agrochemical Compound Development: Employed in creating advanced herbicides, fungicides, and insecticides that require specific, sterically hindered aromatic components.
• Functional Material Precursor: Acts as a monomer or building block in the synthesis of organic semiconductors, liquid crystals, and advanced polymers where precise molecular structure controls material properties.
• Organic Synthesis & Process Chemistry: Provides a versatile, stable handle for sequential functionalization, leveraging both the silyl ether and boronic ester groups in multi-step synthetic routes.
• Chemical Biology & Probe Development: Utilized in the creation of molecular probes and tags for studying biological systems, benefiting from the unique reactivity of its functional groups.

Basic Information

Item	Details
Product Name	tert-Butyldimethyl((4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Naphthalen-1-Yl)Oxy)Silane
CAS No.	2813233-17-7
Molecular Formula	C22H35BO3Si
Molecular Weight	386.41 g/mol
Synonyms	1-((tert-Butyldimethylsilyl)oxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalene; 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]naphthalene; TBDMS-protected 4-boronophenyl ether; 1-(tert-Butyldimethylsilyloxy)-4-(pinacolboronato)naphthalene; 4-(Pinacolboryl)-1-((tert-butyldimethylsilyl)oxy)naphthalene; 4-BPin-1-naphthol TBDMS ether; Naphthalen-1-yloxy-tert-butyldimethylsilane boronic ester
EINECS	Contact for details

Quality Control

Our production of tert-Butyldimethyl((4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Naphthalen-1-Yl)Oxy)Silane adheres to stringent quality management protocols to ensure batch-to-batch consistency and high purity suitable for sensitive synthetic applications. Certificates of Analysis (COA) are provided with each shipment, detailing key parameters such as assay (by HPLC/NMR), identity confirmation, and impurity profiles. We support compliance with cGMP and ISO 9001 standards for research and development use.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (15-25°C). Due to its hygroscopic (moisture-sensitive) nature, the container must be kept tightly sealed under an inert atmosphere (argon or nitrogen) after opening to prevent degradation. Keep away from heat and incompatible materials.

Specification

Item	Specification
Appearance	White to off-white crystalline powder or solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Assay (HPLC)	≥97.0%
Purity (NMR)	≥95.0%
Water Content (KF)	≤0.5%

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