tert-Butyl 3-(3-(benzyloxy)phenyl)-5-(2-tert-butoxy-2-oxoethyl)-4,5-dihydro-1,2-oxazole-5-carboxylate → tert-Butyl 5-(2-tert-butoxy-2-oxoethyl)-3-(3-hydroxyphenyl)-4,5-dihydro-1,2-oxazole-5-carboxylate

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Reaction Steps

A mixture of tert-butyl 3-(3-(benzyloxy)phenyl)-5-(2-tert-butoxy-2-oxoethyl)-4,5-dihydro-1,2-oxazole-5-carboxylate (58.4 g), 10% Pd/C (containing about 55% water, 5.8 g), and methanol (500 mL) was stirred at room temperature for 45 minutes under a hydrogen atmosphere. The catalyst was filtered off, and then, the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane) to obtain the title compound (34.5 g).

Provenance & Evidence