Application of the Schopf Method to Optimization of the Synthesis of 3-[2-(p-N-Acetylaminophenyl)ethyl]-3-hydroxy-4-methylpentanoic Acid: Simultaneous Reduction of Three Functional Groups to Maximize Yield and Throughput

摘要

Application of the Schopf method to development of a high yield condensation process to prepare a labile β-(p-nitrophenyl)-α,β-unsaturated ketone system, along with development of a procedure for simultaneous hydrogenation/hydrogenolysis of olefin, benzyl ester, and nitro groups, allows the construction of an inexpensive route to 3-[2-(p-N-acetylaminophenyl)ethyl]-3-hydroxy-4-methylpentanoic acid, a key intermediate in the preparation of CI-1029 and related HIV protease inhibitors.