161011-00-3

Upstream product

• 143129-60-6 (3R,1'R)-1-benzyl-3-[(1'-hydroxy)ethyl]pyrrolidine 
• 143129-49-1 (S)-1-benzyl-3-((R)-1-hydroxyethyl)pyrrolidin-2-one 
• 143129-53-7 α-acetyl-N-benzyl-γ-butyrolactam 
• 5291-77-0 1-benzyl-2-pyrrolidone 
• 210560-49-9 (3R,1'R)-1-benzyl-3-[(1'-p-toluenesulfonyloxy)ethyl]pyrrolidine 
• 156765-02-5 (3R,1'R)-1-benzyl-3-[(1'-methanesulfonyloxy)ethyl]pyrrolidine 
• 175225-31-7 methyl (2S)-2-((1S)-1-{[(benzyloxy)carbonyl]amino}ethyl)pent-4-enoate 
• 83460-84-8 methyl (3S)-3-{[(benzyloxy)carbonyl]amino}butanoate 
• 161010-99-7 benzyl (1S)-1-[(3S)-1-benzyl-2-oxopyrrolidin-3-yl]ethylcarbamate 

Relevant academic research and scientific papers

Iridium-catalyzed asymmetric hydrogenation of racemic β-keto lactams via dynamic kinetic resolution

A highly efficient Ir-catalyzed asymmetric hydrogenation of racemic β-keto lactams via dynamic kinetic resolution (DKR) for the synthesis of optically active β-hydroxyl lactams has been described. With the Ir-SpiroSAP catalyst, a series of racemic β-keto lactams including β-keto γ-, δ-, and ?-lactams were hydrogenated to chiral β-hydroxy lactams in high yields (87-99%) with excellent enantio- and diastereoselectivity (83-99.9% ee, syn/anti: 97:3->99:1) at low catalyst loading under mild reaction conditions. This efficient method has been successfully applied in the synthesis of the chiral intermediate of fluoroquinolone antibiotic premafloxacine.

Synthesis of N-Methyl-N-{(1S)-1-[(3R)-pyrrolidin-3-yl]ethyl} amine

N-Methyl-N-{(1S)-1-[(3R)-pyrrolidin-3-yl]ethyl} amine (1)1 is a key intermediate in the preparation of premafloxacin (2), which was under development as an antibiotic for use against pathogens of veterinary importance. This paper describes the development of a practical, efficient, and stereoselective process for the preparation of 1 from isobutyl (3S)-3-{methyl[(1S)-1-phenylethyl]-amino}butanoate (5c). The key steps in the synthetic sequence are an asymmetric Michael addition, which yields 5c, and a stereoselective alkylation, which yields (3S,4S)-3-allyl-1,4-dimethylazetidin-2-one (17).

A process for producing optically active pyrrolidine derivatives

An optically active (3R,1'S)-3-[(1'-N-methylamino)ethyl]pyrrolidine is used as an intermediate for synthesis of pharmaceutical preparations such as anti-fungus agents. This product can be obtained in a new process having fewer steps, with higher purity an