Water → HCID 68312852, compound

Participants

Reaction Steps

To a solution of (R)-3-(1-allylamino-2-ethoxycarbonylethyl)piperidine-1-carboxylic acid benzyl ester (0.427 g, 1.14 mmol) in THF (20 mL) was added a solution of lithium borohydride in THF (2M, 5.7 mL, 11.4 mmol). The mixture was stirred at RT for 10 min then at 40° C. for 22 h. After cooling to RT, water was added with initial caution. The mixture was extracted twice with EtOAc, and the combined organic phases were washed with water, followed by brine, then dried (Na2SO4) and concentrated in vacuo. The resulting residue was purified by column chromatography (Si-PCC, gradient 2-8% 2M NH3/MeOH in DCM) affording the title compound (0.264 g, 70%) as a colourless gum. LCMS (Method B): RT 2.00 min [M+H]+ 333.

Provenance & Evidence