Improved syntheses of aromatase inhibitors and neuroactive steroids efficient o...

• Author(s): Neves, André S. Campos ; Melo, Maria Luisa Sá e ; Moreno, Maria José S. M. ; Silva, Elisiário J. Tavares da ; Salvador, Jorge A. R. ; Costa, Saul P. da ; Martins, Rosa Maria L. M.
• Date: 1999
• Persistent ID: http://hdl.handle.net/10316/5820
• Origin: Estudo Geral - Universidade de Coimbra
• Document Type: Article
• Language: English

Description

An Henbest reduction, followed by the preparation of a silyl enol ether and oxidation in situ with m-CPBA has led to the neurosteroids 3[alpha]-hydroxy- and 3[alpha],21-dihydroxy-5[alpha]-pregnanolones. Using testosterone as starting material, a new short synthesis of an aromatase inhibitor, 4-OHA, has been achieved through hydroboration/oxidation followed by a Swern type oxidation and epimerization. Another aromatase inhibitor, androst-4-ene-3,6-17-trione, has been efficiently prepared using PCC on montmorillonite K10, under ultrasonic irradiation. http://www.sciencedirect.com/science/article/B6THR-3WC46V7-8/1/5f915790e78df65f4c988ab78bf4f174