(1R,2S)-methyl [1-hydroxy-5-methoxy-1,2,3,4-tetrahydro-2-naphthyl]formate → (S)-methyl (5-methoxy-1,2,3,4-tetrahydro-2-naphthyl)formate

Participants

Reaction Steps

A mixture of (1R,2S)-methyl [1-hydroxy-5-methoxy-1,2,3,4-tetrahydro-2-naphthyl]formate (2.22 g) and 10% palladium on carbon in methanol (50 ml) was stirred under hydrogen (2-3 atm) at room temperature for 22 hours. The catalyst was filtered off and the filtrate was evaporated in vacuo. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=4:1) to give (S)-methyl (5-methoxy-1,2,3,4-tetrahydro-2-naphthyl)formate as a colorless oil (1.66 g).

Provenance & Evidence