214360-67-5

Basic information

• Product Name: 4,4,5,5-Tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane
• Synonyms: 3,4,5-Trimethoxyphenylboronic acid, pinacol ester;4,4,5,5-Tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane
• CAS NO: 214360-67-5
• Molecular Formula: C₁₅H₂₃BO₅
• Molecular Weight: 294.15112
• Mol File: 214360-67-5.mol
• Article Data: 30

Chemical Properties

• Melting Point: 100-101.5 °C
• Boiling Point: 385.6±42.0 °C(Predicted)
• Appearance: /
• Density: 1.08±0.1 g/cm3(Predicted)
• Storage Temp.: Room temperature.
• CAS DataBase Reference: 4,4,5,5-Tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4,5,5-Tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane(214360-67-5)
• EPA Substance Registry System: 4,4,5,5-Tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane(214360-67-5)

Safety Data

• Hazardous Substances Data: 214360-67-5(Hazardous Substances Data)

Usage

General Description

4,4,5,5-Tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane is a chemical compound that contains a boron atom and a dioxaborolane ring. It is a boronic acid derivative, and its structure includes four methyl groups, as well as three methoxy groups attached to a phenyl ring. This chemical is often used as a reagent in organic synthesis and as a building block for pharmaceuticals, agrochemicals, and materials science applications. It is known for its ability to participate in Suzuki coupling reactions and other types of organic transformations, making it a versatile and valuable compound in chemical research and industry.

Upstream product

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Downstream Products

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Relevant articles and documents

Columnar propeller-like 1,3,5-triphenylbenzenes: The missing link of shape-persistent hekates

Triphenylbenzenes with different substitution patterns at the outer phenyl rings have been successfully synthesised. Sixfold n-alkoxy substitution was insufficient for mesomorphism, but already increasing the number of side chains by three methoxy groups

Understanding the Activation of Air-Stable Ir(COD)(Phen)Cl Precatalyst for C-H Borylation of Aromatics and Heteroaromatics

A newly developed robust catalyst [Ir(COD)(Phen)Cl] (A) was used for the C-H borylation of three dozen aromatics and heteroaromatics with excellent yield and selectivity. Activation of the catalyst was identified by the use of catalytic amounts of water, alcohols, etc., when B2pin2 was used in noncoordinating solvents, while for THF catalytic use of HBpin was required. The results were on par with the in situ based expensive system [Ir(OMe)(COD)]2/dtbbpy or Me4Phen.

Synthesis and biological evaluation of cis-restrained carbocyclic combretastatin A-4 analogs: Influence of the ring size and saturation on cytotoxic properties

Combretastatin A-4 (CA-4) is a highly cytotoxic natural product and several derivatives have been prepared which underwent clinical trial. These investigations revealed that the cis-stilbene moiety of the natural product is prone to undergo cis/trans isomerization under physiological conditions, reducing the overall activity of the drug candidates. Herein, we report the preparation of cis-restrained carbocyclic analogs of CA-4. The compounds, which differ by the size and hybridization of the carbocyclic ring have been evaluated for their cytotoxic properties and their ability to inhibit tubulin polymerization. Biological data, supported by molecular docking studies, identified cyclobutenyl and cyclobutyl derivatives of the natural product as highly promising drug candidates.