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Usage

Uses

Used in Pharmaceutical Synthesis:
2,3-EPOXY-3-(4-BROMOPHENYL)-1-PROPANOL is used as a key intermediate in the pharmaceutical industry for the synthesis of various medicinal compounds. Its unique chemical structure, featuring an epoxy group and a bromine atom, allows for the creation of a wide range of pharmaceuticals with diverse therapeutic properties.
Used in Agrochemical Production:
In the agrochemical industry, 2,3-EPOXY-3-(4-BROMOPHENYL)-1-PROPANOL serves as an essential intermediate for the development of various agrochemicals. Its chemical properties enable the production of compounds with pesticidal, herbicidal, or other agricultural applications, contributing to enhanced crop protection and yield.
Used in Resin Manufacturing:
2,3-EPOXY-3-(4-BROMOPHENYL)-1-PROPANOL is utilized as a component in the manufacturing of resins. Its epoxy and bromine-containing structure contributes to the formation of resins with specific properties, such as increased thermal stability, adhesion, and chemical resistance, making them suitable for various applications in coatings, composites, and other industries.
Used in Adhesive and Coating Formulation:
2,3-EPOXY-3-(4-BROMOPHENYL)-1-PROPANOL is also employed in the formulation of adhesives and coatings. The presence of the epoxy group allows for cross-linking reactions, resulting in adhesives and coatings with improved mechanical strength, durability, and resistance to environmental factors. This makes 2,3-EPOXY-3-(4-BROMOPHENYL)-1-PROPANOL a valuable component in the development of high-performance adhesives and coatings for various industrial applications.

InChI:InChI=1/C9H9BrO2/c10-7-3-1-6(2-4-7)9-8(5-11)12-9/h1-4,8-9,11H,5H2/t8-,9-/m1/s1

Upstream product

• 1020746-20-6 (2S,3R)-3-(4-bromophenyl)oxirane-2-carbaldehyde 
• 49678-04-8 4-bromocinnamaldeyde 
• 105515-33-1 (2E)-3-(4-bromophenyl)prop-2-en-1-ol 
• 49678-04-8 trans-4-bromocinnamaldehyde 

Downstream Products

• 1045859-10-6 (2R,3S)-3-(4-bromophenyl)-3-(2-ethoxyphenoxy)propane-1,2-diol 
• 1393810-30-4 [(8R,9S,10S)-9-(4-bromophenyl)-6-[(2-nitrophenyl)sulfonyl]-1,6-diazabicyclo[6.2.0]decan-10-yl]methanol 
• 1393810-18-8 C₄₂H₄₀BrN₃O₅S 
• 1393809-97-6 N-(((2R,3S,4S)-1-allyl-3-(4-bromophenyl)-4-((trityloxy)methyl)azetidin-2-yl)methyl)-2-nitrobenzenesulfonamide 

Relevant academic research and scientific papers

Enantiocomplementary Epoxidation Reactions Catalyzed by an Engineered Cofactor-Independent Non-natural Peroxygenase

Peroxygenases are heme-dependent enzymes that use peroxide-borne oxygen to catalyze a wide range of oxyfunctionalization reactions. Herein, we report the engineering of an unusual cofactor-independent peroxygenase based on a promiscuous tautomerase that accepts different hydroperoxides (t-BuOOH and H2O2) to accomplish enantiocomplementary epoxidations of various α,β-unsaturated aldehydes (citral and substituted cinnamaldehydes), providing access to both enantiomers of the corresponding α,β-epoxy-aldehydes. High conversions (up to 98 %), high enantioselectivity (up to 98 % ee), and good product yields (50–80 %) were achieved. The reactions likely proceed via a reactive enzyme-bound iminium ion intermediate, allowing tweaking of the enzyme's activity and selectivity by protein engineering. Our results underscore the potential of catalytic promiscuity for the engineering of new cofactor-independent oxidative enzymes.

Asymmetric epoxidation of α,β-unsaturated aldehydes catalyzed by a spiro-pyrrolidine-derived organocatalyst

The asymmetric epoxidation of α,β-unsaturated aldehydes, catalyzed by a spiro-pyrrolidine (SPD)-derived organocatalyst, has been accomplished with good diastereoselectivities (up to dr >20:1) and with high to excellent enantioselectivities (up to 99% ee).

Asymmetric epoxidation of α,β-unsaturated aldehydes in aqueous media catalyzed by resin-supported peptide-containing unnatural amino acids

The enantio- and diastereoselective epoxidation of α,β- unsaturated aldehydes in aqueous media was realized using a resin-supported peptide catalyst. Introducing the hydrophobic and bulky unnatural amino acid 3-(1-pyrenyl)alanine into the peptide sequence was effective for enhancing the reaction rate and enantioselectivity.

Stereoselective synthesis of (2S,3R)- and (2R,3S)-iodoreboxetine; Potential SPECT imaging agents for the noradrenaline transporter

With the aim of developing a new SPECT imaging agent for the noradrenaline transporter, a twelve-step stereoselective synthesis of iodinated analogues of (2S,3R)- and (2R,3S)-reboxetine has been achieved from 4-bromobenzaldehyde. The key steps involve a S

Amine-catalyzed asymmetric epoxidation of α,β-unsaturated aldehydes

The direct organocatalytic enantioselective epoxidation of α,β-unsaturated aldehydes with different peroxides is presented. Proline, chiral pyrrolidine derivatives, and amino acid-derived imidazolidinones catalyze the asymmetric epoxidation of α,β-unsatur

Organocatalytic asymmetric synthesis of 1,2,3-prim,sec,sec-triols

A tandem organocatalytic asymmetric synthesis of 1,2,3-triols using a,b-unsaturated aldehydes as the substrates and hydrogen peroxide as the oxidant is presented. The reaction can also be applied to the asymmetric synthesis of 3-chloro-1,2-propandiols. Georg Thieme Verlag Stuttgart.