187091-57-2

Upstream product

• 693-03-8 n-butyl magnesium bromide 
• 170711-05-4 (S)-1-benzyl-3-(benzyloxy)pyrrolidine-2,5-dione 
• 129823-21-8 (S)-4-acetoxy-1-benzyl-2,5-pyrrolidinedione 
• 100-39-0 benzyl bromide 
• 101469-91-4 (3S)-1-benzyl-3-hydroxypyrrolidine-2,5-dione 

Downstream Products

• 904915-11-3 1-benzyl-4-benzyloxy-5-(1-hydroxy-butyl)-5-methoxy-pyrrolidin-2-one 
• 904915-03-3 (S,E)-1-Benzyl-4-(benzyloxy)-5-butylidenepyrrolidin-2-one 

Relevant academic research and scientific papers

A versatile approach to cis-5-substituted 4-hydroxy-2-pyrrolidinones: asymmetric synthesis of angiogenesis inhibitor streptopyrrolidine

A concise, flexible, and highly diastereoselective approach to cis-5-alkyl-4-hydroxy-2-pyrrolidinones 1 is described. The key step is an ammonium acetate-assisted catalytic hydrogenation of the enamides 9, derived in two steps from malimides 6a,b as we ha

A versatile approach to protected (4S,5R)-4-hydroxy-5-(α- hydroxyalkyl)-2-pyrrolidinones

Starting from (S)-N,O-dibenzylmalimide (7), a versatile four-step approach to (4S,5R)-N-benzyl-4-benzyloxy-5-(α-hydroxyalkyl)-2-pyrrolidinones 9 is reported. The method consists of Grignard reagent addition, p-toluenesulfonic acid monohydrate-mediated deh

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.

First asymmetric synthesis of (2R,3R)-3-amino-1-benzyl-2-methylpyrrolidine via a highly diastereoselective reductive alkylation

The first asymmetric synthesis of (2R,3R)-3-amino-1-benzyl-2-methylpyrrolidine, the parent diamine of antipsychotic agent, emonapride, from (S)-malic acid was achieved via a highly diastereoselective reductive alkylation.