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Abstract
ABSTRACTChromium- and MnO2-free green synthesis of industrially important steroidal drug intermediate 16-dehydropregnenolone acetate (16-DPA) starting from diosgenin is reported. The reaction sequence involves three steps: acetolysis followed by acetylation, oxidation, and hydrolysis. In the first step, Ac2O was used both as reagent and solvent in combination with a Lewis acid (AlCl3), which led to considerable reduction of high temperature and pressure requirements of earlier processes. The oxidation step was made catalytic with the use of KMnO4(5 mol%) in the presence of co-oxidant NaIO4, leading to less waste generation (of chromium, MnO2, etc.). Minimization of the temperature, pressure, time consumption, and use of nontoxic solvents makes the process very handy and simple.
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