87408-18-2

Upstream product

• 87408-17-1 (R)-1-Benzyl-4-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-azetidin-2-one 
• 100-46-9 benzylamine 
• 87411-81-2 methyl (3R,4S)-3-butylamino-4,5-(isopropylidenedioxy)pentanoate 
• 135508-48-4 Dithiocarbonic acid O-[(2S,3R)-1-benzyl-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-oxo-azetidin-3-yl] ester S-methyl ester 
• 135508-47-3 (3R,4S)-1-benzyl-4-[(1S)-3,3-dimethyl-2,4-dioxolan-1-yl]-3-hydroxyazetidin-2-one 
• 66601-82-9 methyl (S)-4,5-dihydroxy-4,5-O-isopropylidene-2-pentenoate 
• 81703-93-7 methyl (2E)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]acrylate 
• 81703-94-8 methyl (2Z)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]acrylate 

Downstream Products

• 87408-21-7 (S)-1-Benzyl-4-(2-hydroxy-ethyl)-azetidin-2-one 
• 87408-19-3 Methanesulfonic acid (S)-1-((R)-1-benzyl-4-oxo-azetidin-2-yl)-2-methanesulfonyloxy-ethyl ester 
• 87408-20-6 (R)-1-Benzyl-4-vinyl-azetidin-2-one 
• 87408-22-8 (R)-N-benzyl-4-<(methoxycarbonyl)methyl>-2-azetidinone 

Relevant academic research and scientific papers

Preparation of Chiral 3-Unsubstituted β-Lactams from 3-Hydroxy β-Lactams by Using the Alkoxyketene-Imine Cycloaddition Reaction as an Approach to the Azetidinone Ring: A Formal Synthesis of the Carbapenem Antibiotic (+)-PS-5.

Formation of chiral 3-hydroxy β-lactams from the alkoxyketene-imine cycloaddition reaction followed by deoxygenation under Barton's conditions provided a simple route to optically active 3-unsubstituted β-lactams.

ENANTIOSELECTIVE SYNTHESIS OF (R)- AND (S)-4--2-AZETIDINONES FROM D-GLYCERALDEHYDE ACETONIDE

(R)-N-Benzyl-4--2-azetidinone (10) and (S)-4--2-azetidinone (17) were enantioselectively synthesized from the benzylamino ester 3, which was prepared by the highly stereoselective 1,4-addition of benzylami