90408-92-7

Upstream product

• 74481-06-4 2,2,2-trichloroethyl 6-allyl-6-phenylselenopenicillanate 
• 74481-18-8 (2S,5R)-3,3-Dimethyl-7-oxo-6-prop-2-en-(E)-ylidene-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2,2,2-trichloro-ethyl ester 
• 90408-90-5 2,2,2-trichloroethyl 6α-(3-p-tolylthioprop-1-enyl)penicillanate 
• 90408-90-5 2,2,2-trichloroethyl 6β-(3-p-tolylthioprop-1-enyl)penicillanate 

Relevant academic research and scientific papers

Preparation and Properties of Substituted 6&β-Vinylpenicillanic Acids

Routes to the title compounds are described, either using the selective addition of thiols to the known 6-allylidenepenicillanic acids or by the conjugate addition of Grignard derivatives, derived from 6,6-dibromopenicillanates, to substituted acrylates and acrylamides, followed by stereoselective reduction of the remaining 6-bromo-group to produce the 6β-substituted penicillanates.The 6β-derivatives containing the acryloyl side-chain were relatively unstable and readily underwent intramolecular rearrangement to the corresponding thiazepinones.