215854-04-9

Upstream product

• 171021-07-1 (S)-1-methyl-2,5-dioxopyrrolidin-3-yl acetate 
• 215854-01-6 (S)-3-(benzyloxy)-1-methylpyrrolidine-2,5-dione 
• 104612-35-3 (S)-3-hydroxy-1-methyl-2,5-pyrrolidinedione 
• 215854-02-7 (S)-5-Benzyl-4-benzyloxy-5-hydroxy-1-methyl-pyrrolidin-2-one 

Relevant academic research and scientific papers

An easy access to protected (4S, 5R)-5-alkyl-4-hydroxy-2-pyrrolidinones and their use as versatile synthetic intermediates

A versatile approach to enantiopure (4S, 5R)-5-alkyl-4-hydroxy-2- pyrrolidinones is described. The key steps involve a regioselective Grignard reagent addition to (S)-malimides, and diastereoselective reductive dehydroxylation of the resulting hemi-azaketals. The flexibility of this methodology has been demonstrated by the synthesis of (2R, 3R)-3-amino-1- benzyl-2-methylpyrrolidine, the parent diamine of antipsychotic agent, emonapride, and the unnatural enantiomer of the β-hydroxy-γ-amino acid residue of hapalosin in lactam form.