269410-26-6

Basic information

• Product Name: Phenoxyphenyl-4-boronic acid pinacol ester
• Synonyms: phenoxyphenyl-4-boronic acid pinacol ester;4,4,5,5-Tetramethyl-2-(4-phenoxyphenyl)-1,3,2-dioxaborolane;(4-Phenoxy)phenylboronic acid pinacol
• CAS NO: 269410-26-6
• Molecular Formula: C₁₈H₂₁BO₃
• Molecular Weight: 296.17
• Mol File: 269410-26-6.mol
• Article Data: 23

Chemical Properties

• Melting Point: 54 °C
• Boiling Point: 393.2±25.0 °C(Predicted)
• Appearance: /
• Density: 1.09
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: soluble in Methanol
• CAS DataBase Reference: Phenoxyphenyl-4-boronic acid pinacol ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phenoxyphenyl-4-boronic acid pinacol ester(269410-26-6)
• EPA Substance Registry System: Phenoxyphenyl-4-boronic acid pinacol ester(269410-26-6)

Safety Data

• Hazardous Substances Data: 269410-26-6(Hazardous Substances Data)

Usage

General Description

Phenoxyphenyl-4-boronic acid pinacol ester is a chemical compound primarily used in organic synthesis and pharmaceutical research. It is a boronic acid derivative, specifically an ester of pinacol boronic acid, and contains a phenoxyphenyl group. Phenoxyphenyl-4-boronic acid pinacol ester is commonly employed in Suzuki-Miyaura cross-coupling reactions, where it serves as a valuable reagent for the construction of carbon-carbon bonds. Its unique properties and reactivity make it a versatile building block for the synthesis of various organic molecules and pharmaceuticals with potential applications in medicinal chemistry and drug discovery. Additionally, its boronic acid functionality allows for further derivatization and modification, making it an important tool in the field of chemical biology and materials science.

Upstream product

• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 51067-38-0 4-phenoxyphenylboronic acid 
• 101-55-3 4-Bromodiphenyl ether 
• 73183-34-3 bis(pinacol)diborane 
• 1374791-08-8 2-(4-phenoxyphenoxy)pyridine 
• 831-82-3 4-Phenoxyphenol 
• 101-84-8 diphenylether 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 330-84-7 4-fluorophenoxybenzene 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 13517-10-7 boron triiodide 
• 370-12-7 4-phenoxybenzoyl fluoride 
• 67-36-7 4-phenoxy benzaldehyde 

Downstream Products

• 1187951-67-2 C₂₉H₂₃N₃O₃S 
• 1187951-71-8 C₃₀H₂₅N₃O₃S 
• 1152616-18-6 C₂₂H₁₄F₃N₃O 
• 2367-02-4 1-phenoxy-4-(trifluoromethyl)benzene 
• 1415309-83-9 C₁₆H₁₃N₃O₂ 
• 1417418-04-2 phenyl(4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)phenyl)iodonium tolsylate 
• 330786-13-5 4-[4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]cyclohexan-1-one 
• 490030-16-5 4-chloro-5-(4-phenoxyphenyl)-7-(1,4-dioxaspiro[4.5]decan-8-yl)-7H-pyrrolo[2,3-d]pyrimidine 
• 2519-16-6 4,4'-diphenoxy-1,1'-biphenyl 
• 99770-93-1 benzene-1,4-diboronic acid bispinacol ester 
• 1022150-11-3 (3R)‐4‐amino‐3‐(4-phenoxyphenyl)‐1‐(1‐tert-butoxycarbonylpiperidine-3-yl)-1H-pyrazolo[3,4-d]pyrimidine 

Relevant articles and documents

CYCLOALKYLIDENE CARBOXYLIC ACIDS AND DERIVATIVES AS BTK INHIBITORS

The present invention relates to novel cycloalkylidene carboxylic acids and derivatives thereof useful as Bruton tyrosine kinase (BTK) inhibitors. The present disclosure also relates to processes for their preparation, pharmaceutical compositions containing one or more such compounds, and to the use of such compounds and pharmaceutical compositions for the treatment of disorders involving mediation of BTK in humans (Formula I).

Light- and Manganese-Initiated Borylation of Aryl Diazonium Salts: Mechanistic Insight on the Ultrafast Time-Scale Revealed by Time-Resolved Spectroscopic Analysis

Manganese-mediated borylation of aryl/heteroaryl diazonium salts emerges as a general and versatile synthetic methodology for the synthesis of the corresponding boronate esters. The reaction proved an ideal testing ground for delineating the Mn species responsible for the photochemical reaction processes, that is, involving either Mn radical or Mn cationic species, which is dependent on the presence of a suitably strong oxidant. Our findings are important for a plethora of processes employing Mn-containing carbonyl species as initiators and/or catalysts, which have considerable potential in synthetic applications.

Development and Mechanistic Studies of Iron-Catalyzed Construction of Csp2-B Bonds via C-O Bond Activation

Herein we describe an iron-catalyzed borylation of alkenyl and aryl carbamates through the activation of a C-O bond. This protocol exhibits high efficiency, a broad substrate scope, and the late-stage borylation of biorelevant compounds, thus providing potential applications in medicinal chemistry. Moreover, this method enables orthogonal transformations of phenol derivatives and also offers good opportunities for the synthesis of multisubstituted arenes. Preliminary mechanistic studies suggest that a FeII/FeIII catalytic cycle via a radical pathway might be involved in the reaction.