Effect of Solvent on Stereoselectivity in Pd/C (Type 39K)-Catalyzed Hydrogenation of Methyl 3-Oxo-4-Aza-5-Androstene-17-Carboxylate, a Key Intermediate for Finasteride and Dutasteride

July 2007 in “ Organic Process Research & Development ”

Srihari Babu Karrothu, Naveenkumar Kolla, Amarnath Reddy Lekkala, China Malakondaiah Golla, Ramasamy Vijaya Anand, Venkateswarlu Gandu, Apurba Bhattacharya, Pratap Reddy Padi, Rakeshwar Bandichhor

finasteride dutasteride Pd/C catalyst methyl 3-oxo-4-aza-5-androstene-17-carboxylate stereoselectivity hydrogenation alcoholic solvent methanol ethanol isopropanol Propecia Avodart palladium on carbon alcohol solvents

TLDR Alcoholic solvent improves selectivity in key intermediate for finasteride and dutasteride synthesis.

The study investigated the effect of solvent on stereoselectivity in Pd/C (Type 39K)-catalyzed hydrogenation of methyl 3-oxo-4-aza-5-androstene-17-carboxylate, a key intermediate used in finasteride and dutasteride synthesis. The researchers found that the type 39K Pd/C catalyst works well in this reaction, resulting in >92% a-isomer selectivity when the reaction was conducted in alcohols such as methanol, ethanol, and isopropanol as solvent medium without ammonium salts. The study concluded that an alcoholic solvent is necessary to have better selectivity of 2a.

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Effect of Solvent on Stereoselectivity in Pd/C (Type 39K)-Catalyzed Hydrogenation of Methyl 3-Oxo-4-Aza-5-Androstene-17-Carboxylate, a Key Intermediate for Finasteride and Dutasteride

research Effect of Solvent on Stereoselectivity in Pd/C (Type 39K)-Catalyzed Hydrogenation of Methyl 3-Oxo-4-Aza-5-Androstene-17-Carboxylate, a Key Intermediate for Finasteride and Dutasteride

6 citations, July 2007 in “Organic Process Research & Development”

Alcoholic solvent improves selectivity in key intermediate for finasteride and dutasteride synthesis.