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Usage

Uses

Used in Pharmaceutical Industry:
(2S)-2-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]PYRROLIDINE is used as a key component in drug discovery and development for its ability to enhance the bioavailability and metabolic stability of certain pharmaceutical agents. The presence of trifluoromethylphenyl groups can improve the compound's interaction with biological targets, thus potentially leading to more effective medications.
Used in Agrochemical Industry:
In the agrochemical sector, (2S)-2-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]PYRROLIDINE serves as a valuable building block for the synthesis of new agrochemicals. The trifluoromethyl groups can modulate the activity and selectivity of these compounds, making them more effective in agricultural applications such as pest control and crop protection.

Upstream product

• 334477-35-9 3,4-dihydro-5-[3,5-bis(trifluoromethyl)phenyl]-2H-pyrrole 
• 328-70-1 3,6-bis(trifluoromethyl)bromobenzene 

Downstream Products

• 1208864-79-2 C₂₉H₃₂F₇N₃O₃ 

Relevant academic research and scientific papers

Enantioselective Imine Reduction Catalyzed by Phosphenium Ions

The first use of phosphenium cations in asymmetric catalysis is reported. A diazaphosphenium triflate, prepared in two or three steps on a multigram scale from commercially available materials, catalyzes the hydroboration or hydrosilylation of cyclic imin

Enantioselective Direct Synthesis of Free Cyclic Amines via Intramolecular Reductive Amination

Chiral cyclic amines can be prepared via intramolecular reductive amination of N-Boc-protected amino ketones in a one-pot process. With the complex of iridium and f-spiroPhos as the catalyst, a range of N-Boc-protected amino ketones are smoothly transformed into chiral cyclic free amines in high yields and excellent enantioselectivities (up to 97% ee). Moreover, this method can also be successfully applied to the synthesis of a κ-opioid receptor selective antagonist, (S)-1.

Development of chiral bis-hydrazone ligands for the enantioselective cross-coupling reactions of aryldimethylsilanolates

A palladium-catalyzed, enantioselective, aryl-aryl cross-coupling reaction using 1-naphthyldimethylsilanolates and chiral bis-hydrazone ligands has been developed. A family of glyoxal bis-hydrazone ligands containing various 2,5-diarylpyrrolidine groups was prepared to evaluate the influence of ligand structure on the rate and enantioselectivity of the cross-coupling. New synthetic routes to the 1-amino-2,5-diarylpyrrolidines were developed to enable the structure/reactivity-selectivity studies. Role reversal experiments of aryldimethylsilanolates and aryl bromides result in biaryl products with the same configuration and similar enantioselectivities implying that reductive elimination is the stereodetermining step. The origin of stereoselectivity is rationalized through computational modeling of diarylpalldium(II) complex which occurs through a conrotatory motion for the two aryl groups undergoing C-C bond formation.

Synthesis and pharmacological characterization of constrained analogues of Vestipitant as in vitro potent and orally active NK1 receptor antagonists

A focused exploration targeting conformationally restricted analogues of Vestipitant, resulted in the discovery of novel, in vitro potent NK1 antagonists. In particular, two of the compounds reported exhibited a good pharmacokinetic (PK) profile and produced anxiolytic-like effects in the gerbil foot tapping (GFT) in vivo model.