Methanol → (2R,3S,5S)-5-((1S,3S)-1-Hydroxymethyl-3-hydroxymethyl-4-methylpentyl)-3-isopropyl-2-[4-methoxy-3-(3 methoxy-propoxy)-phenyl]pyrrolidine-1-carboxylic acid tert-butyl ester

Participants

Reaction Steps

A solution of 0.48 g of 8 in 1.5 mL of methanol is treated with 0.1 g of 10% palladium on charcoal. The suspension is stirred under an atmosphere of hydrogen until the uptake is stable. The suspension is filtered and the solid washed with 5 mL of methanol in two portions. Removal of the solvent in vacuum provides alcohol 9 as an oil. A negative [a]d (e.g. −34.1, −34.6) is found at c=1, CHCl3.

Provenance & Evidence