864754-47-2

Basic information

• Product Name: 2-[4-(2-FLUORO-ETHOXY)-PHENYL]-4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLANE
• Synonyms: 2-[4-(2-FLUORO-ETHOXY)-PHENYL]-4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLANE;4-(2-Fluoroethoxy)phenylboronic acid, pinacol ester
• CAS NO: 864754-47-2
• Molecular Formula: C14H20BFO3
• Molecular Weight: 266.1162032
• Mol File: 864754-47-2.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 2-[4-(2-FLUORO-ETHOXY)-PHENYL]-4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[4-(2-FLUORO-ETHOXY)-PHENYL]-4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLANE(864754-47-2)
• EPA Substance Registry System: 2-[4-(2-FLUORO-ETHOXY)-PHENYL]-4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLANE(864754-47-2)

Safety Data

• Hazardous Substances Data: 864754-47-2(Hazardous Substances Data)

Usage

General Description

The chemical "2-[4-(2-fluoro-ethoxy)-phenyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane" is a boron-containing compound that consists of a dioxaborolane ring with a tetramethyl substituent and a fluoro-ethoxyphenyl group. It is often used as a reagent in chemical synthesis, particularly in the formation of carbon-carbon and carbon-heteroatom bonds. 2-[4-(2-FLUORO-ETHOXY)-PHENYL]-4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLANE has been utilized in the development of pharmaceuticals, agrochemicals, and materials science due to its unique properties and its ability to participate in various organic reactions. Additionally, the fluoro-ethoxy substituent makes this compound valuable for the introduction of fluorine atoms into organic molecules, which can have significant effects on the pharmacological and physical properties of the resulting compounds.

Upstream product

• 332-47-8 1-bromo-4-(2-fluoroethoxy)benzene 
• 73183-34-3 bis(pinacol)diborane 

Relevant articles and documents

Bis(het)aryl-1,2,3-triazole quinuclidines as α7 nicotinic acetylcholine receptor ligands: Synthesis, structure affinity relationships, agonism activity, [18F]-radiolabeling and PET study in rats

In this paper we describe the design and synthesis of bis(Het)Aryl-1,2,3-triazole quinuclidine α7R ligands using an efficient three-step sequence including a Suzuki-Miyaura cross coupling reaction with commercially available and home-made boron derivatives. The exploration of SAR required the preparation of uncommon boron derivatives. Forty final drugs were tested for their ability to bind the target and nine of them exhibited Ki values below nanomolar concentrations. The best scores were always obtained when the 5-phenyl-2-thiophenyl core was attached to the triazole. The selectivity of these compounds towards the nicotinic α4β2 and serotoninergic 5HT3 receptors was assessed and their brain penetration was quantified by the preparation and in vivo evaluation of two [18F] radiolabelled derivatives. It can be expected from our results that some of these compounds will be suitable for further developments and will have effects on cognitive disorders.