Methanol → methyl (2S,4R)-4-(tert-butyl(dimethyl)silyl)oxy-1-methyl-pyrrolidine-2-carboxylate

Participants

Reaction Steps

To a solution of 800 mg of (2S, 4R)-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-2-carboxylic acid methyl ester in 8 mL of methanol, 0.35 mL of 37% formalin and 80 mg of 10% palladium on carbon were added, and stirred at 4 atm. Hydrogen pressure for 10 hours. After filtering out the catalyst, the solvent was evaporated, and the residue was separated and purified by silica gel column chromatography (ethyl acetate:n-hexane=1:6), to afford 489 mg of the title compound as a colorless oil.

Provenance & Evidence