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3,3',5,5'-Tetramethoxybenzoin: a forgotten photolabile protecting group.

Dario BragagnoloChristian G Bochet
Published in: Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology (2022)
Although reported several decades ago, 3,3',5,5'-tetramethoxybenzoin esters have not been used as a common photolabile protecting group, contrary to their unsymmetrical 3',5'-dimethoxybenzoin analogues. While the properties of the latter are superior, their tedious synthesis and chemical instability represent a drawback. In this article, we describe a reliable synthetic access to the symmetrical tetramethoxybenzoin derivatives, and show that their photochemical behaviour remain interesting, in particular chromatically orthogonality with respect to nitroveratryl esters.
Keyphrases
  • structure activity relationship
  • molecular docking
  • molecular dynamics simulations