First synthesis of thia steroids from cholic acid.
Heterosteroids remain interesting due to their potential biological activities. This prompted us to synthesize novel thia steroids possessing the heteroatom in the A-ring. We set out to describe a new and versatile method for preparing 3-thia steroids from cholic acid via a selective oxidation of one hydroxyl group, a Baeyer-Villiger oxidation and a photolysis as the key steps. The characteristic (1)H and (13)C NMR spectroscopic features of the synthesized compounds are reported.
Ibrahim-Ouali
Malika
M
Institut des Sciences Moléculaires de Marseille UMR 6263 CNRS and Université d'Aix Marseille III, Faculté des Sciences et Techniques de Saint Jérôme, Avenue Escadrille Normandie Niémen, 13397 Marseille Cedex 20, France. malika.ibrahim@univ-cezanne.fr
Rocheblave
Luc
L
D019826:Cholic Acid / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013256:Steroids / Q000138:chemical synthesis* / Q000737:chemistry
D013256:Steroids; D019826:Cholic Acid