Diastereospecific synthesis of new 4-substituted L-theanine derivatives.

Fatiha Sebih (1, 2) , Salima Bellahouel (2) , Marc Rolland (3) , Aicha Derdour (2) , Jean Martinez (1) , Valerie Rolland (1)

1 IBMM - Institut des Biomolécules Max Mousseron [Pôle Chimie Balard]
2 LSOA - Laboratoire de Synthèse Organique Appliquée
3 IEM - Institut Européen des membranes

Considering the biological activity of L-theanine as a potent agonist of NMDA receptors, impacting on glutamatergic synapse activity, we have developed an asymmetric synthesis of new enantiomerically pure 4-substituted L-theanine derivatives. The key step is a stereospecific alkylation on a previously synthesized and correctly protected (S)-pyroglutamate.

Mots clés: Diastereospecific; NMDA receptors; synthesis; L-theanine; derivatives; glutamatergic; synapse; pure 4-substituted; protected (S)-pyroglutamate

Domaines: Chimie organique

Fatiha Sebih, Salima Bellahouel, Marc Rolland, Aicha Derdour, Jean Martinez, et al.. Diastereospecific synthesis of new 4-substituted L-theanine derivatives.. Tetrahedron: Asymmetry, 2014, 25, pp.690-696. ⟨10.1016/j.tetasy.2014.03.016⟩. ⟨hal-00992964⟩