129544-00-9

Upstream product

• 109009-86-1 diphenylmethyl (3S,5R,6S)-6-[1'(R)-hydroxyethyl]penicillanate 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 91618-44-9 diphenylmethyl (3S,5R,6S)-6-[(1'(R)-tert-butyldimethylsilyloxy)ethyl]penicillanate 1β-sulfoxide 
• 129544-19-0 2-{(2R,3S)-2-Acetylsulfanyl-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-1-yl}-3-methyl-but-2-enoic acid benzhydryl ester 

Relevant academic research and scientific papers

Electrooxidative desulfurization/chlorination. A facile synthesis of 4-chloro-2-azetidinones, a potent intermediate for carbapenems

(3S,4R)-3-(1'(R)-tert-Butyldimethylsilyloxyethyl)-4-chloro-2-azetidinone (2), a potent intermediate for the synthesis of carbapenem antibiotics, was synthesized by thermal ring opening/acylation of (3S,5R,6S)-6-(1'(R)-tert-butyldimethylsilyloxyethyl)penicillanate S-oxide (8) leading to 4-acylthio-2-azetidinone derivative 9 and subsequent removal of the N-substituent followed by electrooxidative desulfurization/chlorination of the C(4)-acylthio moiety.