Description

tert-Butyldimethyl(4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Cyclohex-3-Enyloxy)Silane is a sophisticated organosilicon-protected boronic ester derivative, designed for advanced synthetic applications. This compound matters as a key protected intermediate that combines the stability of a pinacol boronic ester with the orthogonal protecting group strategy offered by the tert-butyldimethylsilyl (TBDMS) ether, enabling complex multi-step synthesis. It is primarily needed by researchers and process chemists in the pharmaceutical, agrochemical, and materials science sectors for constructing complex molecular architectures.

Application

• Pharmaceutical Intermediate: A critical building block in the synthesis of active pharmaceutical ingredients (APIs), particularly for Suzuki-Miyaura cross-coupling reactions.
• Agrochemical Synthesis: Used in the development of novel herbicides, fungicides, and insecticides requiring boronic ester chemistry.
• Materials Science Research: Serves as a precursor for creating organic electronic materials, such as those used in OLEDs and organic photovoltaics.
• Complex Molecule Construction: Enables the sequential, selective deprotection and functionalization of sensitive molecules in total synthesis projects.
• Chemical Biology Probes: Utilized in the synthesis of tagged molecules for studying biological pathways and protein interactions.
• Polymer Modification: Acts as a functional monomer or end-group modifier for specialty polymers with tailored properties.

Basic Information

Product Name	tert-Butyldimethyl(4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Cyclohex-3-Enyloxy)Silane
CAS No.	865869-27-8
Molecular Formula	C18H35BO3Si
Molecular Weight	338.37 g/mol
Synonyms	4-((tert-Butyldimethylsilyl)oxy)cyclohex-3-ene-1-boronic acid pinacol ester; 4-(tert-Butyldimethylsiloxy)-1-cyclohexen-1-ylboronic acid pinacol ester; 4-(tert-Butyldimethylsilyloxy)-1-cyclohexenylboronic acid pinacol ester; TBDMS-protected cyclohexenyl pinacol boronate; (4-((tert-Butyldimethylsilyl)oxy)cyclohex-3-en-1-yl)boronic acid pinacol ester; 865869-27-8; Cyclohex-3-ene-1-boronic acid, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, 1,1-dimethylethyl ester
EINECS	Contact for details

Quality Control

Our tert-Butyldimethyl(4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Cyclohex-3-Enyloxy)Silane is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including NMR (¹H, ¹³C, ¹¹B), HPLC, and GC analysis, to ensure identity, purity, and consistency. Certificates of Analysis (COA) detailing all specifications are provided with every shipment. We support development and production needs with material suitable for GMP and non-GMP applications.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place. Due to its hygroscopic (moisture-sensitive) nature, it is recommended to store the material under an inert atmosphere (argon or nitrogen) in a desiccator for long-term preservation. Recommended storage temperature is 2-8°C for optimal stability.

Specification

Item	Specification
Appearance	Colorless to pale yellow viscous liquid or solid
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 95.0%
Water Content (KF)	≤ 0.5%
Residual Solvents (GC)	Meets ICH guidelines

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