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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Solid-phase synthesis of 4-methylcarboxy-1,4-benzodiazepine-2,5-diones
Pascal Verdié1, Gilles Subra, Marie-Christine Averland-Petit
1Institut des Biomolecules Max Mousseron UMR 5247 CNRS, Universites Montpellier 1 et 2, Faculte de Pharmacie, 15 Avenue Charles Flahault BP 14491, 34093 Montpellier Cedex 5, France.
Abstract:
A solid-phase synthesis of 1,4-benzodiazepinone-2,5-diones is described. This new route can afford benzodiazepinone bearing a N-urethane-protected amine and a carboxylic acid function. This kind of building block is valuable as a dipeptide mimic or beta-turn mimetic, and it can be introduced in place of any amino acid in peptide synthesis. Using an "analytical probe" strategy, we optimized the synthesis of a model compound on SynPhase Lanterns. Therefore, the efficiency of several linkers was investigated.
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