118758-50-2

Usage

Uses

Used in Pharmaceutical Synthesis:
(2R,3S)-3-Phenylpyrrolidine-2-carboxylic acid is utilized as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows it to be a versatile component in the creation of new drugs, contributing to the advancement of medicinal chemistry.
Used in Organic Chemistry Research:
In the field of organic chemistry, (2R,3S)-3-Phenylpyrrolidine-2-carboxylic acid serves as an important molecule for studying the synthesis of complex natural products. Its properties make it a valuable tool for understanding and replicating the structures of naturally occurring compounds.
Used in Drug Discovery:
(2r,3s)-3-Phenylpyrrolidine-2-Carboxylic Acid has been investigated for its potential biological activities, positioning it as a promising drug candidate for various medical conditions. Its exploration in drug discovery highlights its potential to contribute to the development of novel therapeutic agents.
Used in Material Science:
(2R,3S)-3-Phenylpyrrolidine-2-carboxylic acid also plays a role in the development of new materials, capitalizing on its unique structural and chemical properties to create innovative applications in material science.

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 1000870-85-8 (2R,3S)-1-Acetyl-3-phenyl-pyrrolidine-2-carboxylic acid 

Downstream Products

• 123724-32-3 (2R,3S)-1-(tert-butoxycarbonyl)-3-phenylpyrrolidine-2-carboxylic acid 

Relevant academic research and scientific papers

Organocatalytic asymmetric 5-hydroxypyrrolidine synthesis: a highly enantioselective route to 3-substituted proline derivatives

The highly enantioselective organocatalytic tandem reaction between 2-acylaminomalonates and α,β-unsaturated aldehydes is presented. The reaction is a direct entry to 5-hydroxypyrrolidines and 3-substituted proline derivatives, which are furnished in high

Synthesis of Enantio- and Diastereoiso-merically Pure Substituted Prolines via Condensation of Glycine with Olefins Activated by a Carbonyl Group

The glycine fragment in the nickel(II) complex (1) formed from the Schiff's base of glycine and (S)-o-benzophenone (2) undergoes base-catalysed Michael addition to acrylaldehyde, α-methylacrylaldehyde, (E)-crotonaldehyde, (E)-cinnamaldehyde, and methyl vinyl ketone.No products of 1,2-addition were found in the Et3N-catalysed reactions.Addition followed by epimerization of the isomeric complexes proceeds with high diastereoselectivity at Cα (90percent) and Cβ of the corresponding amino acid side chains.After chromatographic separation, the diastereoisomerically pure complexes were decomposed and the resulting dihydropyrrole-2-carboxylic acids reduced with NaBH3CN to give (S)-proline, trans-3-methyl-(S)-proline, trans-5-phenyl-(S)-proline, and a mixture of cis- and trans-5-methyl-(S)-prolines.The chiral auxiliary (2) was recovered in 80-90percent yield.