Improvement of Synthetic Pathways to Thalidomide Ester Derivatives

Olivier Lafont (1) , Gaël Mansard , François Estour (2, 3) , Hervé Galons (4)

1 UNIROUEN UFR Santé - UNIROUEN - UFR Santé
2 Secobra
3 COBRA - Chimie Organique et Bioorganique : Réactivité et Analyse
4 UTCBS - UM 4 (UMR 8258 / U1022) - Unité de Technologies Chimiques et Biologiques pour la Santé

Three synthetic approaches to N-substituted Thalidomide prodrugs from (S)-phtaloylglutamic acid, (S)-Boc-glutamic acid or phtaloylglutamic anhydride are described and compared. The most efficient method is a one-pot synthesis which allowed to obtain an ester derivative of Thalidomide with 67 % yield.

Domaines: Chimie; Sciences du Vivant [q-bio]

Olivier Lafont, Gaël Mansard, François Estour, Hervé Galons. Improvement of Synthetic Pathways to Thalidomide Ester Derivatives. Heterocycles, 2005, 65 (12), pp.2957. ⟨10.3987/COM-05-10532⟩. ⟨hal-02375828⟩