85270-00-4

Upstream product

• 108-98-5 thiophenol 
• 90497-61-3 4-(phenylsulfonyl)-2-azetidinone 
• 930-69-8 sodium thiophenolate 
• 100188-48-5 3-(trimethylsilyl)-2-oxoazetidin-4-yl acetate 

Downstream Products

• 930-21-2 2-azetidinone 
• 865486-22-2 benzyl 4-phenylthio-2-azetidinone-N-ethanoate 
• 124603-40-3 ((3S,4R)-2-Oxo-4-phenylsulfanyl-3-trimethylsilanyl-azetidin-1-yl)-acetic acid benzyl ester 
• 124649-50-9 ((3R,4R)-2-Oxo-4-phenylsulfanyl-3-trimethylsilanyl-azetidin-1-yl)-acetic acid benzyl ester 
• 90581-08-1 [(3S,4R)-1-(tert-Butyl-dimethyl-silanyl)-2-oxo-4-phenylsulfanyl-azetidin-3-yl]-carbamic acid benzyl ester 
• 90497-65-7 (3S,4R)-3-Amino-1-(tert-butyl-dimethyl-silanyl)-4-phenylsulfanyl-azetidin-2-one 
• 90497-68-0 [(3S,4R)-1-(tert-Butyl-dimethyl-silanyl)-3-methoxy-2-oxo-4-phenylsulfanyl-azetidin-3-yl]-carbamic acid benzyl ester 
• 90497-69-1 ((2R,3S)-2-Benzenesulfinyl-3-methoxy-4-oxo-azetidin-3-yl)-carbamic acid benzyl ester 
• 90497-72-6 N-[(3S,4R)-1-(tert-Butyl-dimethyl-silanyl)-3-methoxy-2-oxo-4-phenylsulfanyl-azetidin-3-yl]-acetamide 
• 90497-70-4 N-[(3S,4R)-1-(tert-Butyl-dimethyl-silanyl)-2-oxo-4-phenylsulfanyl-azetidin-3-yl]-acetamide 
• 85281-79-4 (3S,4R)-1-(tert-Butyl-dimethyl-silanyl)-3-((R)-1-hydroxy-ethyl)-4-phenylsulfanyl-azetidin-2-one 
• 85281-80-7 (3S,4R)-1-(tert-Butyl-dimethyl-silanyl)-3-((S)-1-hydroxy-ethyl)-4-phenylsulfanyl-azetidin-2-one 
• 85254-18-8 (3S,4R)-3-Acetyl-1-(tert-butyl-dimethyl-silanyl)-4-phenylsulfanyl-azetidin-2-one 
• 85254-19-9 (3S,4R)-3-((R)-1-Hydroxy-ethyl)-4-phenylsulfanyl-azetidin-2-one 

Relevant academic research and scientific papers

Suppressed β-effect of silicon in 3-silylated monocyclic β-lactams: The role of antiaromaticity

[Chemical Equation Presented] The β-stabilizing effect of silicon substituent at C-3 on a C-4 cation and a radical In the 2-azetidinone systems is studied using NMR kinetics. While the β-effect Is virtually nonexistent in the case of a cation, a foiled β-effect (only a 3-fold rate enhancement) Is observed for a radical intermediate. From both the experimental and theoretical studies, It Is demonstrated that antiaromaticity Is playing the prime role In suppressing the β-stabilizing effect of silicon.

Molecular recognition in β-lactams: The crystal packing in 4-sulfonyl β-lactams

Single crystal X-ray structures of 4-phenyl sulfonyl 2-azetidinone 1, a 1:2 conglomerate of the corresponding 3-methyl (trans) and 3,3-dimethyl derivatives 2A and 2B/2C respectively and 3-acetoxymethyl 1,4-diphenyl 2-azetidinone 3 revealed interesting variation in crystal packing dictated by H-bonding and hydrophobic interactions which may be responsible for molecular recognition in β-lactams.