108908-68-5

Upstream product

• 38870-89-2 Methoxyacetyl chloride 
• 123525-44-0 N-(3-phenyl-2-propenylidene)-4-methoxyaniline 
• 80542-40-1 N-cinnamylidene-p-anisidine 
• 14371-10-9 (E)-3-phenylpropenal 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 141422-65-3 (3S,4R)-3-Ethyl-3-methoxy-1-(4-methoxy-phenyl)-4-((E)-styryl)-azetidin-2-one 
• 89051-99-0 1-(4-methoxyphenyl)-3-methyl-3-methoxy-4-phenyl-β-azetidinone 

Relevant academic research and scientific papers

Synthesis of intramolecularly activated lactenediynes and evaluation of their activity against plasmid DNA

The synthesis of new "selectively activated" enediyne prodrugs is reported. These compounds, belonging to the "lactenediyne" family, each possess a protected primary amine tethered at the β-lactam nitrogen. This, once deblocked, can act as a trigger, provoking a cascade of events probably terminating with Bergman cycloaromatization of the enediyne moiety. In vitro experiments on plasmid DNA have shown that the protected compounds are inactive, while the unprotected amine is able to provoke single-strand scissions. These results open the way towards development of enzymatically activated lactenediyne prodrugs. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.

NEW STEREOCHEMECAL OUTCOMES IN THE CYCLOADDITION OF ACID HALIDES OR EQUIVALENTS TO CINNAMYLIDENEAMINES: A CONCISE NEW APPROACH TO 4-ACETOXYAZETIDIN-2-ONES.

The reaction between 2-methylcinnamylideneamines and acid halides or equivalents leads to the stereospecific formation of cis-β-lactams.A new three steps approach to 4-acetoxyazetidin-2-ones as building blocks of β-lactam antibiotics is also described