69358-30-1

Basic information

• Product Name: (5S)-5-benzylpyrrolidine-2,4-dione
• Synonyms: (5S)-5-benzylpyrrolidine-2,4-dione
• CAS NO: 69358-30-1
• Molecular Weight: 189.214
• Mol File: 69358-30-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (5S)-5-benzylpyrrolidine-2,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (5S)-5-benzylpyrrolidine-2,4-dione(69358-30-1)
• EPA Substance Registry System: (5S)-5-benzylpyrrolidine-2,4-dione(69358-30-1)

Safety Data

• Hazardous Substances Data: 69358-30-1(Hazardous Substances Data)

Upstream product

• 109579-09-1 (5S)-5-benzyl-4-hydroxy-1-t-butoxycarbonylpyrrol-2(5H)-one 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 112700-36-4 (2'S)-5-<(1-hydroxy-3-phenyl-2-t-butoxycarbonylamino)-propylidene>-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 112700-41-1 (5S)-5-benzyl-1-(tert-butyloxycarbonyl)-4-hydroxy-1,5-dihydro-pyrrol-2-one 
• 2033-24-1 cycl-isopropylidene malonate 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 

Downstream Products

• 890709-71-4 (S)-5-benzyl-4-ethoxy-1H-pyrrol-2(5H)-one 
• 1316848-28-8 (S)-5-benzyl-1-((S)-1-((S)-2-benzyl-5-oxo-2,5-dihydro-1H-pyrrol-3-yl)pyrrolidin-3-yl)-4-(tert-butoxy)-1H-pyrrol-2(5H)-one 
• 1316848-29-9 (5S)-1-((3S)-1-(2-benzyl-5-oxo-2,5-dihydro-1H-pyrrol-3-yl)pyrrolidin-3-yl)-4-(tert-butoxy)-5-isobutyl-1H-pyrrol-2(5H)-one 
• 1316848-30-2 C₂₃H₂₉N₃O₃ 
• 1373825-38-7 (S)-5-benzyl-3-(α-hydroxybenzylidene)-4-oxo-2-pyrrolidone 
• 1373825-58-1 (S)-5-benzyl-3-(α-hydroxybenzylidene)-4-oxo-2-pyrrolidone 
• 1373825-48-9 (S)-5-benzyl-3-(1-hydroxy-2-methylbutylidene)-4-oxo-2-pyrrolidone 
• 1373825-68-3 (S)-5-benzyl-3-(1-hydroxy-2-methylbutylidene)-4-oxo-2-pyrrolidone 
• 1373825-33-2 (S)-2-benzyl-5-oxo-2,5-dihydro-1H-3-pyrrolyl 2-methylbutanoate 
• 1373825-26-3 (S)-2-benzyl-5-oxo-2,5-dihydro-1H-3-pyrrolyl benzoate 
• 1643382-11-9 C₂₉H₂₅N₃O₆ 
• 1643382-12-0 C₃₃H₂₈N₂O₄ 

Relevant articles and documents

Synthesis of chiral tetramic acids: Preparation of (s)-5-benzylpyrrolidine-2,4-dione from l-phenylalanine methyl ester hydrochloride

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Expanding the scope of oligo-pyrrolinone-pyrrolidines as protein-protein interface mimics

Oligo-pyrrolinone-pyrrolidines (generic structure 1) have the potential to interfere with protein-protein interactions (PPIs), but to reduce this to practice it is necessary to be able to synthesize these structures with a variety of different side chains

Pyrrolinone-pyrrolidine oligomers as universal peptidomimetics

Peptidomimetics 1-3 were prepared from amino acid-derived tetramic acids 7 as the key starting materials. Calculations show that preferred conformations of 1 can align their side-chain vectors with amino acids in common secondary structures more effectively than conformations of 3. A good fit was found for a preferred conformation of 2 (an extended derivative of 1) with a sheet/β-turn/sheet motif.