54537-48-3

Usage

Uses

Used in Pharmaceutical Industry:
Pyrrolidine, 1-(2-bromo-1-oxopropyl)(9CI) is used as a key intermediate in the synthesis of pharmaceuticals for its ability to facilitate the creation of complex organic molecules. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, Pyrrolidine, 1-(2-bromo-1-oxopropyl)(9CI) serves as a crucial component in the production of various agrochemicals. Its versatility in organic synthesis contributes to the development of innovative and effective products for agricultural use.
Used in Chemical Research and Development:
Pyrrolidine, 1-(2-bromo-1-oxopropyl)(9CI) is utilized in chemical research and development, particularly in the field of organic synthesis. Its unique properties make it an invaluable tool for scientists and researchers working on the advancement of organic chemistry and the discovery of new compounds with potential applications across various industries.

Upstream product

• 123-75-1 pyrrolidine 
• 563-76-8 α-bromopropionyl bromide 
• 7148-74-5 2-Bromopropionyl chloride 

Downstream Products

• 1522362-30-6 4-(4-(tert-butyl)phenyl)-2-methyl-1-(pyrrolidin-1-yl)butane-1,4-dione 
• 1191099-53-2 1-pyrrolidin-1-yl-2-(2-vinylphenoxy)-propan-1-one 
• 97020-73-0 1-(N-phenyl-N-propionyl-DL-alanyl)-pyrrolidine 
• 92032-60-5 1-(N-phenyl-DL-alanyl)pyrrolidine 

Relevant academic research and scientific papers

Structure activity refinement of phenylsulfonyl piperazines as antimalarials that block erythrocytic invasion

The emerging resistance to combination therapies comprised of artemisinin derivatives has driven a need to identify new antimalarials with novel mechanisms of action. Central to the survival and proliferation of the malaria parasite is the invasion of red blood cells by Plasmodium merozoites, providing an attractive target for novel therapeutics. A screen of the Medicines for Malaria Venture Pathogen Box employing transgenic P. falciparum parasites expressing the nanoluciferase bioluminescent reporter identified the phenylsulfonyl piperazine class as a specific inhibitor of erythrocyte invasion. Here, we describe the optimization and further characterization of the phenylsulfonyl piperazine class. During the optimization process we defined the functionality required for P. falciparum asexual stage activity and determined the alpha-carbonyl S-methyl isomer was important for antimalarial potency. The optimized compounds also possessed comparable activity against multidrug resistant strains of P. falciparum and displayed weak activity against sexual stage gametocytes. We determined that the optimized compounds blocked erythrocyte invasion consistent with the asexual activity observed and therefore the phenylsulfonyl piperazine analogues described could serve as useful tools for studying Plasmodium erythrocyte invasion.

Cobalt-Catalyzed α-Arylation of Substituted α-Bromo α-Fluoro β-Lactams with Diaryl Zinc Reagents: Generalization to Functionalized Bromo Derivatives

A cobalt-catalyzed cross-coupling of α-bromo α-fluoro β-lactams with diarylzinc or diallylzinc reagents is herein disclosed. The protocol proved to be general, chemoselective and operationally simple allowing the C4 functionalization of β-lactams. The substrate scope was expanded to α-bromo lactams and amides, α-bromo lactones and esters as well as N- and O-containing heterocycles.

Discovery, design, and synthesis of indole-based EZH2 inhibitors

The discovery and optimization of a series of small molecule EZH2 inhibitors is described. Starting from dimethylpyridone HTS hit (2), a series of indole-based EZH2 inhibitors were identified. Biochemical potency and microsomal stability were optimized during these studies and afforded compound 22. This compound demonstrates nanomolar levels of biochemical potency (IC50 = 0.002 μM), cellular potency (EC50 = 0.080 μM), and afforded tumor regression when dosed (200 mpk SC BID) in an EZH2 dependent tumor xenograft model.

Double axial chirality promoted asymmetric [2,3] Stevens rearrangement of N-cinnamyl l-alanine amide-derived ammonium ylides

The base-induced asymmetric [2,3] Stevens rearrangement of N-cinnamyl tetraalkylammonium ylides derived from l-alanine amides proceeds via a double axially chiral intermediate to afford the corresponding α-substituted alanine derivatives with high enantio- and diastereoselectivities. the Partner Organisations 2014.

Stereoselective synthesis of ambiphilic alkenes via regioselective methylation of α-trifluoromethanesulfonyl carbonyl compounds with trimethylsilyldiazomethane

α-Trifluoromethanesulfonyl esters, ketones and amides are C-H acids capable of reacting with trimethylsilyldiazomethane to afford the corresponding ambiphilic alkenes. While esters were found to be non-selective, ketones were highly regioselective for O-methylation and displayed variable E/Z stereoselectivity. Amides were observed to be both highly regio- and stereoselective, affording O-methylation with exclusive formation of the Z-alkene.