1072960-82-7

Usage

Uses

Used in Pharmaceutical Industry:
2-(4-(Hydroxymethyl)phenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione is used as a pharmaceutical compound for its potential therapeutic applications. The presence of the boron atom and the dioxazaborocane ring system may contribute to its biological activity, making it a promising candidate for the development of new drugs.
Used in Materials Science:
In the field of materials science, 2-(4-(Hydroxymethyl)phenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione is utilized for its unique structural properties. Its boron-containing ring system may offer novel material properties, such as enhanced stability or specific interactions with other molecules, which can be harnessed for the creation of advanced materials.
Used as a Lewis Acid Catalyst:
2-(4-(Hydroxymethyl)phenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione is employed as a boron-based Lewis acid catalyst in various chemical reactions. Its ability to accept electron pairs makes it a versatile catalyst for promoting specific reaction pathways, enhancing the efficiency and selectivity of chemical processes.
Used in Organic and Inorganic Chemistry Research:
2-(4-(Hydroxymethyl)phenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione is also used as a subject of interest for research in the fields of organic and inorganic chemistry. Its unique structure and boron-containing ring system provide opportunities for exploring new reaction mechanisms, developing novel synthetic methods, and understanding the fundamental properties of boron-containing heterocyclic compounds.

Upstream product

• 16940-66-2 sodium tetrahydroborate 
• 1072960-66-7 4-formylphenylboronic acid 
• 1072960-68-9 N-methyliminodiacetic acid boronate 
• 1072960-69-0 (C(CH₃)3Si(CH₃)2OCH₂C₆H₄)BN(CH₃)(CH₂CO₂)2 
• 4408-64-4 N-methyliminodiacetic acid 
• 59016-93-2 p-hydroxymethylphenylboronic acid 

Downstream Products

• 1072960-70-3 (ICH₂C₆H₄)BN(CH₃)(CH₂CO₂)2 
• 1072960-67-8 4-carboxyphenyl boronic acid MIDA ester 
• 1072960-69-0 (C(CH₃)3Si(CH₃)2OCH₂C₆H₄)BN(CH₃)(CH₂CO₂)2 
• 1072960-68-9 N-methyliminodiacetic acid boronate 
• 1072960-66-7 4-formylphenylboronic acid 
• 59016-93-2 p-hydroxymethylphenylboronic acid 

Relevant academic research and scientific papers

Selective Chemical Modification of DNA with Boronic Acids by On-Column CuAAc Reactions

The use of the Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reaction for the preparation of oligonucleotide conjugates is by now familiar. However, the selective introduction of boronic acids into DNA and RNA sequences by CuAAC reactions has long been considered impossible due to the incompatibility of the boronic acid moiety with copper salts. Here we describe two new methods for the selective on-column functionalization of oligonucleotides with boronic acids via two different CuAAC reactions. The first one allows the introduction of a phenylboronic acid at the 5′-extremity of oligonucleotides, while the selective intrastrand positioning of the modification can be achieved with the second one. Both methods were applied to the DNA and RNA series (up to a 20-mer) with good isolated yields and excellent purities. These results illustrate the potential of the reported methods for selective incorporation of boronic acids into oligonucleotides.

Multistep synthesis of complex boronic acids from simple MIDA boronates

Due to its sensitivity to most synthetic reagents, it is typically necessary to introduce the boronic acid functional group just prior to its utilization. Overcoming this important limitation, we herein report that air- and chromatographically stable MIDA boronates are compatible with a wide range of common reagents which enables the multistep synthesis of complex boronic acid building blocks from simple B-containing starting materials. X-ray and variable temperature NMR studies link the unique stability of MIDA boronates to a kinetic inaccessibility of the potentially reactive boron p-orbital and/or nitrogen lone pair. These findings were collectively harnessed to achieve a short and modular total synthesis of (+)-crocacin C via the iterative cross-coupling of a structurally complex, MIDA-protected haloboronic acid building block. Copyright