1844839-22-0

Basic information

• Product Name: 4-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde
• Synonyms: 4-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde;5-Fluoro-2-formylphenylboronic acid pinacol ester
• CAS NO: 1844839-22-0
• Molecular Formula: C13H16BFO3
• Molecular Weight: 250.0737432
• Mol File: 1844839-22-0.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Storage Temp.: Room temperature.
• CAS DataBase Reference: 4-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde(1844839-22-0)
• EPA Substance Registry System: 4-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde(1844839-22-0)

Safety Data

• Hazardous Substances Data: 1844839-22-0(Hazardous Substances Data)

Usage

General Description

4-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde is a chemical compound with the molecular formula C15H17FO2B. It is a benzaldehyde derivative with a fluorine atom and a boron-containing group attached to the aromatic ring. 4-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde is commonly used in organic synthesis as a building block for creating a variety of other chemical compounds. Its unique structure makes it a valuable tool for the creation of pharmaceuticals, agrochemicals, and materials science applications. Additionally, it is used as a reagent in the production of various fine chemicals and pharmaceutical intermediates.

Upstream product

• 59142-68-6 2-bromo-4-fluorobenzaldehyde 
• 73183-34-3 bis(pinacol)diborane 
• 86401-99-2 (E)-N-tert-butyl-1-(4-fluorophenyl)formimine 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 459-57-4 4-fluorobenzaldehyde 
• 86401-99-2 N-tert-butyl-1-(4-fluorophenyl)methanimine 

Downstream Products

• 1256355-30-2 (5-fluoro-2-formylphenyl)boronic acid 

Relevant articles and documents

Discovery of 3-aryl substituted benzoxaboroles as broad-spectrum inhibitors of serine- and metallo-β-lactamases

The production of β-lactamases represents the main cause of resistance to clinically important β-lactam antibiotics. Boron containing compounds have been demonstrated as promising broad-spectrum β-lactamase inhibitors to combat β-lactam resistance. Here we report a series of 3-aryl substituted benzoxaborole derivatives, which manifested broad-spectrum inhibition to representative serine-β-lactamases (SBLs) and metallo-β-lactamases (MBLs). The most potent inhibitor 9f displayed an IC50 value of 86 nM to KPC-2 SBL and micromolar inhibitory activity towards other tested enzymes. Cell-based assays further revealed that 9f was able to significantly reduce the MICs of meropenem in clinically isolated KPC-2-producing bacterial strains and it showed no apparent toxicity in HEK293T cells.

Transition-metal-free, one-pot synthesis of benzoxaboroles from: O -bromobenzaldehydes via visible-light-promoted borylation

A novel and simple one-pot stepwise method to synthesize benzoxaboroles was demonstrated. This step-by-step synthetic method includes photocatalytic boronization with phenothiazine as a photocatalyst and sequential water-induced reduction in the presence of bis(pinacolato)diboron. A series of o-bromobenzaldehydes were well-tolerated under the standard conditions. In addition, this method has been successfully applied in the synthesis of the anti-tuberculosis candidate drug GSK 3036656 and anti-fungal drug tavaborole. This journal is

Formal Ir-Catalyzed Ligand-Enabled Ortho and Meta Borylation of Aromatic Aldehydes via in Situ-Generated Imines

The ligand-enabled development of ortho and meta C-H borylation of aromatic aldehydes is reported. It was envisaged that while ortho borylation could be achieved using tert-butylamine as the traceless protecting/directing group, meta borylation proceeds via an electrostatic interaction and a secondary interaction between the ligand of the catalyst and the substrate. These ligand-substrate electrostatic interactions and secondary B-N interactions provide an unprecedented controlling factor for meta-selective C-H activation/borylation.