An environmentally benign catalytic oxidation of cholesteryl acetate with molecular oxygen by using N-hydroxyphthalimide

Abstract

A green and effective method is reported for the oxidation of cholesteryl acetate to 7-keto-cholesteryl acetate with O₂ in the presence of catalytic amounts of N-hydroxyphthalimide (NHPI) under mild conditions. It was found that Co(OAc)₂ could cooperate with Mn(OAc)₂ to enhance the catalytic ability of NHPI resulting in better yields. This economical and environmentally-friendly method provides a potentially new way for the synthesis of the intermediate product of vitamin D₃ in industry, which eliminates the use of large amounts of bromine in present route and overcomes the drawbacks of the known oxidation methods.