797762-23-3

Basic information

• Product Name: 3-Methoxybenzylboronic acid pinacol ester
• Synonyms: 3-methoxybenzylboronic acid pinacol ester;2-(3-Methoxybenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;1,3,2-Dioxaborolane, 2-[(3-methoxyphenyl)methyl]-4,4,5,5-tetramethyl-
• CAS NO: 797762-23-3
• Molecular Formula: C14H23BO4
• Molecular Weight: 248.13
• Mol File: 797762-23-3.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 311 °C
• Flash Point: 142 °C
• Appearance: /
• Density: 1.01
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: 3-Methoxybenzylboronic acid pinacol ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methoxybenzylboronic acid pinacol ester(797762-23-3)
• EPA Substance Registry System: 3-Methoxybenzylboronic acid pinacol ester(797762-23-3)

Safety Data

• Hazardous Substances Data: 797762-23-3(Hazardous Substances Data)

Usage

General Description

3-Methoxybenzylboronic acid pinacol ester is a chemical compound with the formula C15H21BO4. It is a boronic acid pinacol ester derivative with a methoxy group attached to the benzene ring. 3-Methoxybenzylboronic acid pinacol ester is commonly used in organic synthesis as a reagent for the introduction of the 3-methoxybenzyl group into various organic molecules. It is also utilized in the preparation of pharmaceuticals, agrochemicals, and other fine chemicals. Additionally, it has been studied for its potential applications in the fields of medicinal and materials chemistry due to its unique reactivity and properties.

Upstream product

• 874-98-6 1-bromomethyl-3-methoxybenzene 
• 73183-34-3 bis(pinacol)diborane 
• 824-98-6 m-methoxybenzyl chloride 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 2398-37-0 3-methoxyphenyl bromide 
• 78782-17-9 4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane 
• 19350-71-1 N'-(3-methoxybenzylidene)-4-methylbenzenesulfonohydrazide 
• 591-31-1 3-methoxy-benzaldehyde 
• 6971-51-3 3-methoxybenzyl alcohol 
• 745783-97-5 triethyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane 
• 100-84-5 1-methoxy-3-methyl-benzene 
• 66107-33-3 3-methoxyphenyl triflate 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 10365-98-7 3-methoxyphenylboronic acid 

Downstream Products

• 1604802-28-9 2-((4-amino-3-(3-fluoro-5-methoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)-5-(3-methoxybenzyl)-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one 
• 1604800-76-1 2-((4-amino-3-(3-fluoro-5-methoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)pyrrolo[2,1-f][1,2,4]triazin-4(3H)-one 

Relevant articles and documents

Nickel-Catalyzed Ipso-Borylation of Silyloxyarenes via C-O Bond Activation

The conversion of silyloxyarenes to boronic acid pinacol esters via nickel catalysis is described. In contrast to other borylation protocols of inert C-O bonds, the method is competent in activating the carbon-oxygen bond of silyloxyarenes in isolated aromatic systems lacking a directing group. The catalytic functionalization of benzyl silyl ethers was also achieved under these conditions. Sequential cross-coupling reactions were achieved by leveraging the orthogonal reactivity of silyloxyarenes, which could then be functionalized subsequently.

Method for synthesizing alkylborate compound

The invention discloses a method for synthesizing an alkylborate compound, and concretely relates to a method for synthesizing the alkylborate compound through a cross-coupling reaction of chloralkaneand bis(pinacolato)diboron in the presence of metallic magnesium with Fe(acac)3 (acac = an acetylacetonate group) as a single component catalyst. The method for synthesizing the alkylborate compoundavoids the use of sensitive metal organic solvents and multi-component catalysts, realizes bilateral utilization of the bis(pinacolato)diboron, greatly reduces the use amount of the bis(pinacolato)diboron, and allows the coupling reaction of the cheap and easily-available chloralkane to be smoothly carried out under mild conditions; and compared with methods reported in literatures, the method disclosed in the invention has a better atom economy, a same or higher catalysis efficiency and a wider substrate applicability.

Benzyltriboronates: Building Blocks for Diastereoselective Carbon-Carbon Bond Formation

A highly diastereoselective carbon-carbon bond-forming reaction involving the tandem coupling of benzyltriboronates, enoates, and alkyl halides is described. This method was enabled by the discovery of α-diimine nickel catalysts that promote the chemosele