146347-76-4

Upstream product

• 49755-52-4 2,2'-disulfanediylbis(N,N-diethylbenzamide) 
• 123-62-6 propionic acid anhydride 

Downstream Products

• 146347-56-0 2-[(E)-1-(tert-Butyl-dimethyl-silanyloxy)-propenylsulfanyl]-N,N-diethyl-benzamide 
• 146347-36-6 (R)-2-{(2S,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-thiopropionic acid S-(2-diethylcarbamoyl-phenyl) ester 
• 1026753-64-9 {(2S,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[(R)-1-(2-diethylcarbamoyl-phenylsulfanylcarbonyl)-ethyl]-4-oxo-azetidin-1-yl}-oxo-acetic acid 4-nitro-benzyl ester 
• 158168-59-3 (4R,5S,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-(2-diethylcarbamoyl-phenylsulfanyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 

Relevant academic research and scientific papers

A practical and stereocontrolled synthesis of a versatile 1β- methylcarbapenem intermediate

S[2(Dialkylaminocarbonyl)phenyl](2R)2[(3S,4S)3[(1R)1(tertbutyldimethylsilylox y)ethyl)]2oxo4azetidinyl]thiopropionate (11), useful intermediates for the synthesis of 1β-methylcarbapenems including 1β-methylthienamycin, were prepared in a highly stereoselective manner by the reaction of E-1-(tert- butyldimethyl-silyloxy)-1-[2-(dialkylaminocarbonyl)phenylthio]-1-propene (10) with commercially available (3S,4R)-3-[(1R)-1-(tert- butyldimethylsilyloxy)ethyl]-4-acetoxyazetidin-2-one (6) in the presence of zinc chloride catalyst. The diethylaminocarbonyl derivative (11b) was particularly convenient for practical production because of its highly crystalline nature.