Inflazyme Pharmaceuticals Ltd.

Kishore Ramachandran

David L Burgoyne

Yaping Shen

Yuanlin Zhou

Nicholas D Paschalides

Gueijun Ji

Eugene W Kelleher

Steroids containing a cyclohexene moiety are efficiently oxidized to the corresponding &#x3b1;,&#x3b2;-unsaturated ketone using copper iodide and t-butyl hydroperoxide. A steroid compound containing the &#x3b1;,&#x3b2;-unsaturated ketone structure is efficiently converted to the corresponding vicinal diol using a hydroborating reagent followed by oxidative workup, e.g., borane followed by sodium perborate. Benzoyl and substituted benzoyls are superior protecting groups for hydroxyl groups present in the compounds.

Process improvements in steroid chemistry

Steroids containing a cyclohexene moiety are efficiently oxidized to the corresponding &agr;,&bgr;-unsaturated ketone using copper iodide and t-butyl hydroperoxide. A steroid compound containing the &agr;,&bgr;-unsaturated ketone structure is efficiently converted to the corresponding vicinal diol using a hydroborating reagent followed by oxidative workup, e.g., borane followed by sodium perborate. Benzoyl and substituted benzoyls are superior protecting groups for hydroxyl groups present in the compounds.

Process for the production of 6,7-diols of steroidal compounds

Growing community of inventors

Burlington, MA, United States of America

Kishore Ramachandran