897943-06-5

Usage

Structure

Pyridine derivative containing a dioxolane ring and a phenyl group

Pharmacological properties

Ability to interact with biological targets and act as a pharmaceutical agent

Potential use

Medicinal chemistry

Suitability

Structure and properties make it a candidate for further studies and development as a potential drug candidate

Further research

Necessary to fully understand its potential medicinal applications.

Upstream product

• 5123-13-7 5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane 
• 34199-87-6 6-bromo-2-(1,3-dioxolan-2-yl)pyridine 
• 960-16-7 tributylphenylstannane 
• 34160-40-2 6-bromo-2-pyridinecarbaldehyde 
• 626-05-1 2,6-Dibromopyridine 
• 98-80-6 phenylboronic acid 

Downstream Products

• 897943-10-1 2-[1,3]dioxolan-2-yl-6-phenylpyridine 1-oxide 
• 897942-81-3 2-formaldehyde-6-phenylpyridine-N-oxide 

Relevant academic research and scientific papers

Potassium trimethylsilanolate enables rapid, homogeneous suzuki-miyaura cross-coupling of boronic esters

Herein, a mild and operationally simple method for the Suzuki-Miyaura cross-coupling of boronic esters is described. Central to this advance is the use of the organic-soluble base, potassium trimethylsilanolate, which allows for a homogeneous, anhydrous cross-coupling. The coupling proceeds at a rapid rate, often furnishing products in quantitative yield in less than 5 min. By applying this method, a >10-fold decrease in reaction time was observed for three published reactions which required >48 h to reach satisfactory conversion.

Use of polymer-supported phenyltin for the creation of aryl-aryl or aryl-heteroaryl bonds via Stille cross-coupling reactions

An insoluble polymer-supported phenyltin reagent was successfully used in Stille cross-coupling reactions with aryl- and heteroaryl-halides. Cross-coupling products were isolated in good to high yields with very low contamination by tin and palladium residues after removal of the residual supported organotin halide. The regeneration and recyclability of the supported phenyltin reagent were also examined and proved to be possible, but required palladium cleaning of the grafted polymer to be efficient along 4 cycles when Pd(PPh3)4 was used as catalyst.

Bis(oxazoline) lewis acid catalyzed aldol reactions of pyridine N-oxide aldehydes-synthesis of optically active 2-(1-hydroxyalkyl)pyridine derivatives: Development, scope, and total synthesis of an indolizine alkaloid

A new. short, and simplified procedure for the synthesis of optically active pyridine derivatives from prochiral pyridine-N-oxides is presented. The catalytic and asymmetric Mukaiyama aldol reaction between ketene silyl acetals and l-oxypyridine-2-carhaldehyde derivatives catalyzed by chiral copper(ii)-bis(oxazoline) complexes gave optically active 2-(hydroxyalkyl)-and 2-(anti-1.2-dihydroxyalkyl)pyridine derivatives in good yields and diastereoselectivities, and in excellent enantioselectivities - up to 99% enantiomeric excess. As a synthetic application of the developed method, a full account for the asymmetric total synthesis of a nonnatural indolizine alkaloid is provided.