Tert-butyl 4-(2-benzyloxymethyl-3-methylbutyl)-2,2-dimethyloxazolidine-3-carboxylate → Tert-butyl 4-(2-hydroxymethyl-3-methylbutyl)-2,2-dimethyloxazolidine-3-carboxylate

Participants

Reaction Steps

A solution of 15.40 g of tert-butyl 4-(2-benzyloxymethyl-3-methylbutyl)-2,2-dimethyloxazolidine-3-carboxylate in 450 ml of tetrahydrofuran is hydrogenated at room temperature in the presence of 3.07 g of 10% Pd/C over 2 hours. The reaction mixture is clarified by filtration and the filtrate is concentrated by evaporation. The title compound is obtained as a yellowish oil from the residue by means of flash chromatography (SiO2 60F). Rf=0.28 (1:2 EtOAc-heptane). Rt=4.58 (gradient I).

Provenance & Evidence