1073249-63-4Relevant academic research and scientific papers
HETEROCYCLIC COMPOUNDS CONTAINING THE MORPHOLINE NUCLEUS THEIR PREPARATION AND USE
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Page/Page column 32, (2008/12/08)
Herein are described heterocyclic compounds containing the morpholine nucleus prepared from amino acids, their preparation and use for therapeutic applications.
Stereoselective cyclopropanation of serine- and threonine-derived oxazines to access new morpholine-based scaffolds
Sladojevich, Filippo,Trabocchi, Andrea,Guarna, Antonio
experimental part, p. 3328 - 3336 (2009/02/05)
A general strategy for the synthesis of novel, orthogonally protected scaffolds based on the unique 2-oxa-5-azabicyclo[4.1.0]heptane structure is presented. The described reaction sequence takes advantage of easily available starting materials such as serine and threonine and leads to stereochemically dense structures in few, high-yielding synthetic steps. We show how the stereochemistry can be easily tuned by starting from different β-hydroxy-α-amino acids and also by means of a transition metal-catalyzed cyclopropanation step. The compounds find application as constrained templates for the construction of geometrically diversified libraries of compounds.
