475640-21-2

Upstream product

• 84024-60-2 trans-3-phenylaziridine-2-carboxylic acid ethyl ester 
• 107173-65-9 N-(3-phenylpropenoyl)-L-proline 
• 2272-55-1 ethyl trans-3-phenyl-1-oxirane-2-carboxylate 

Downstream Products

• 330636-99-2 (S)-4-Methyl-2-[((2S,3R)-3-phenyl-1-{(S)-1-[(E)-(3-phenyl-acryloyl)]-pyrrolidine-2-carbonyl}-aziridine-2-carbonyl)-amino]-pentanoic acid methyl ester 
• 330637-00-8 (S)-4-Methyl-2-[(Z)-3-phenyl-2-({(S)-1-[(E)-(3-phenyl-acryloyl)]-pyrrolidine-2-carbonyl}-amino)-acryloylamino]-pentanoic acid methyl ester 
• 479692-19-8 methyl N-(N-cinnamoyl-(L)-prolyl)-3-phenylaziridine-2-carboxylic acid 

Relevant academic research and scientific papers

Stereoselective synthesis of β-substituted phenylalanine-β-phenylisoserine-derived tripeptides using N-cinnamoyl-L-proline as template: Synthesis of structural analogues of HIV protease inhibitors

N-Cinnamoyl-L-proline can be used as a template on which β-substituted phenylalanine and β-phenylisoserine residues can be synthesized leading to tripeptide derivatives as structural analogues of HIV protease inhibitors.

Synthesis and conformation of proline containing tripeptides constrained with phenylalanine-like aziridine and dehydrophenylalanine residues

Tripeptides containing proline and analogues of phenylalanine lead to the formation of β-turn structures. The synthesis and β-turn properties of four such compounds are discussed.