754226-34-1

Basic information

• Product Name: 3-Fluoro-4-methoxyphenylboronic acid, pinacol ester
• Synonyms: 3-Fluoro-4-Methoxybenzeneboronic acid pinacol ester, 96%
• CAS NO: 754226-34-1
• Molecular Formula: C₁₃H₁₈BFO₃
• Molecular Weight: 252.09
• Mol File: 754226-34-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 329.1±32.0 °C(Predicted)
• Appearance: /Solid
• Density: 1.08±0.1 g/cm3(Predicted)
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 3-Fluoro-4-methoxyphenylboronic acid, pinacol ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Fluoro-4-methoxyphenylboronic acid, pinacol ester(754226-34-1)
• EPA Substance Registry System: 3-Fluoro-4-methoxyphenylboronic acid, pinacol ester(754226-34-1)

Safety Data

• Hazardous Substances Data: 754226-34-1(Hazardous Substances Data)

Usage

General Description

3-Fluoro-4-methoxyphenylboronic acid, pinacol ester is a chemical compound often used in the field of organic synthesis and pharmaceutical research. The compound belongs to the group of organofluorines and boronic acids. Fluorine atoms in the compound contribute to its stability and reactivity, particularly in pharmaceutical sciences and medicinal chemistry. The boronic acid portion of the compound, with its ability to form reversible covalent bonds, is notably beneficial for coupling reactions like Suzuki-Miyaura cross-coupling, which is beneficial in creating carbon-carbon bonds. Therefore, this compound is instrumental in the synthesis of complex molecules, like drugs.

Upstream product

• 2357-52-0 3-fluoro-4-methoxyphenyl bromide 
• 73183-34-3 bis(pinacol)diborane 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 149507-26-6 3-fluoro-4-methoxy-phenylboronic acid 

Downstream Products

• 1469858-63-6 2-(3-fluoro-4-methoxyphenyl)-6-(4-methoxyphenyl)-4-(2-trimethylsilanylethoxymethyl)-4,7-dihydro-1-thia-4,5-diazacyclopenta[a]pentalene 

Relevant articles and documents

NOVEL IMIDAZOPYRAZINE DERIVATIVES

The invention provides novel imidazopyrazine derivatives having the general formula (I), wherein Rx and R3 to R5 are as described herein (formula (I)) or pharmaceutically acceptable salts thereof. Further provided are pharmaceutical compositions including the compounds, processes of manufacturing the compounds and methods of using the compounds as medicaments, in particular methods of using the compounds as antibiotics for the treatment or prevention of bacterial infections and resulting diseases.

Visible Light-Induced Borylation of C-O, C-N, and C-X Bonds

Boronic acids are centrally important functional motifs and synthetic precursors. Visible light-induced borylation may provide access to structurally diverse boronates, but a broadly efficient photocatalytic borylation method that can effect borylation of a wide range of substrates, including strong C-O bonds, remains elusive. Herein, we report a general, metal-free visible light-induced photocatalytic borylation platform that enables borylation of electron-rich derivatives of phenols and anilines, chloroarenes, as well as other haloarenes. The reaction exhibits excellent functional group tolerance, as demonstrated by the borylation of a range of structurally complex substrates. Remarkably, the reaction is catalyzed by phenothiazine, a simple organic photocatalyst with MW 200 that mediates the previously unachievable visible light-induced single electron reduction of phenol derivatives with reduction potentials as negative as approximately - 3 V versus SCE by a proton-coupled electron transfer mechanism. Mechanistic studies point to the crucial role of the photocatalyst-base interaction.

Enantioselective installation of adjacent tertiary benzylic stereocentres using lithiation-borylation-protodeboronation methodology. Application to the synthesis of bifluranol and fluorohexestrol

1,2-Diaryl ethanes bearing 1,2-stereogenic centres show interesting biological activity but their stereocontrolled synthesis has not been reported forcing a reliance of methods involving diastereomer and enantiomer separation. We have found that this clas