603143-27-7

Basic information

• Product Name: 4-(Methanesulfonyl)phenylboronic acid pinacol ester
• Synonyms: 4,4,5,5-tetraMethyl-2-(4-(Methylsulfonyl)phenyl)-1,3,2-dioxaborolane;2-(4-METHYLSULFONYLPHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;2-(4-METHANESULFONYLPHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;4-(METHANESULFONYL)PHENYLBORONIC ACID, PINACOL ESTER;4-Methylsulfonylphenylboronic acid,pinacol ester
• CAS NO: 603143-27-7
• Molecular Formula: C₁₃H₁₉BO₄S
• Molecular Weight: 282.17
• Mol File: 603143-27-7.mol
• Article Data: 12

Chemical Properties

• Melting Point: 162-163°C
• Boiling Point: 421.1 °C at 760 mmHg
• Flash Point: 208.5 °C
• Appearance: /
• Density: 1.17g/cm³
• Vapor Pressure: 6.53E-07mmHg at 25°C
• Refractive Index: 1.517
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-(Methanesulfonyl)phenylboronic acid pinacol ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Methanesulfonyl)phenylboronic acid pinacol ester(603143-27-7)
• EPA Substance Registry System: 4-(Methanesulfonyl)phenylboronic acid pinacol ester(603143-27-7)

Safety Data

• Hazardous Substances Data: 603143-27-7(Hazardous Substances Data)

Usage

General Description

4-(Methanesulfonyl)phenylboronic acid pinacol ester is a boronic acid derivative that has attracted attention for its potential use in organic and medicinal chemistry. It contains a boronic acid functional group and a pinacol ester, which makes it a versatile building block for various synthetic transformations. The methanesulfonyl substituent provides enhanced stability and reactivity compared to other boronic acids, making it an attractive reagent for cross-coupling reactions and other organic transformations. 4-(Methanesulfonyl)phenylboronic acid pinacol ester has also shown promise in medicinal chemistry, with potential applications in drug discovery and development. Overall, 4-(Methanesulfonyl)phenylboronic acid pinacol ester is a valuable chemical reagent with a wide range of synthetic and medicinal applications.

InChI:InChI=1/C13H19BO4S/c1-12(2)13(3,4)18-14(17-12)10-6-8-11(9-7-10)19(5,15)16/h6-9H,1-5H3

Upstream product

• 760948-50-3 1-(4-(methylsulfonyl)phenyl)butan-1-one 
• 73183-34-3 bis(pinacol)diborane 
• 190788-58-0 4,4,5,5-tetramethyl-2-(4-methylsulfanylphenyl)-[1,3,2]-dioxaborolane 
• 64984-08-3 1-iodo-4-(methylsulfonyl)benzene 
• 4052-30-6 4-methylsulfonylbenzoic acid 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 149104-88-1 4-methanesulphonylphenylboronic acid 
• 3466-32-8 4-bromoohenyl methyl sulfone 
• 98-57-7 4-chlorophenyl methyl sulfone 

Downstream Products

• 1774-28-3 4’-bromobiphenyl-4-ylmethylsulfone 
• 1257704-13-4 8-(4-methanesulfonyl-phenyl)-[1,2,4]triazolo[1,5,a]-pyridine-2-ylamine 
• 1232423-27-6 methyl 3-amino-6-(4-(methylsulfonyl)phenyl)pyrazine-2-carboxylate 
• 63029-15-2 (4-(methylsulfonyl)phenyl)(phenyl)sulfane 
• 6462-34-6 4-(methylsulfonyl)-1,1′-biphenyl 
• 202409-85-6 5-chloro-3-(4-(methylsulfonyl)phenyl)pyridin-2-ol 
• 1232423-29-8 3-amino-6-(4-(methylsulfonyl)phenyl)pyrazine-2-carboxylic acid 

Relevant articles and documents

COMPOSITES, METHODS AND USES THEREOF

The present invention relates, in general terms, to methods of catalysing a reaction, including the steps of contacting a chemical entity comprising a sulphide moiety with a composite and an oxidant. The composite acts as a heterogeneous catalyst to oxidise the sulphide moiety. The present invention also relates to composites, methods of synthesising the composites and its use as a catalyst thereof.

Cobalt Single-Atom-Intercalated Molybdenum Disulfide for Sulfide Oxidation with Exceptional Chemoselectivity

The identification of chemoselective oxidation process en route to fine chemicals and specialty chemicals is a long-standing pursuit in chemical synthesis. A vertically structured, cobalt single atom-intercalated molybdenum disulfide catalyst (Co1-in-MoS2) is developed for the chemoselective transformation of sulfides to sulfone derivatives. The single-atom encapsulation alters the electron structure of catalyst owing to confinement effect and strong metal–substrate interaction, thus enhancing adsorption of sulfides and chemoselective oxidation at the edge sites of MoS2 to achieve excellent yields of up to 99% for 34 examples. The synthetic scopes can be extended to sulfide-bearing alkenes, alkynes, aldehydes, ketones, boronic esters, and amines derivatives as a toolbox for the synthesis of high-value, multifunctional sulfones and late-stage functionalization of pharmaceuticals, e.g., Tamiflu. The synthetic utility of cobalt single atom-intercalated MoS2, together with its reusability, scalability, and simplified purification process, renders it promising for industrial productions.

Discovery and evaluation of 3,5-disubstituted indole derivatives as Pim kinase inhibitors

Pim kinases are promising therapeutic targets for the treatment of hematological cancers. A potent Pim kinase inhibitor 7f, derived from meridianin C, was further optimized by the replacement of 2-aminopyrimidine with substituted benzene. The optimization of the C-3 and C-5 positions of indole yielded compound 43 with improved cellular potency and high selectivity against a panel of 14 different kinases.