(S)-2-((tert-Butoxycarbonyl)amino)-3-(furan-2-yl)propanoic acid → (αS)-α-[[(1,1-Dimethylethoxy)carbonyl]amino]tetrahydro-2-furanpropanoic acid

Participants

Reaction Steps

In a Parr shaker bottle was placed (S)-2-t-butoxycarbonylamino-3-furan-2-yl-propionic acid (3.88 g, 15.22 mmol), platinum oxide (200 mg) and ethyl acetate (40 mL). The bottle was then placed on the Parr shaker at 50 psi of hydrogen pressure for 5 h. The reaction was then filtered through a pad of celite and washed with ethyl acetate and concentrated in vacuo to afford (S)-2-t-butoxycarbonylamino-3-(tetrahydro-furan-2-yl)-propionic acid (3.60 g, 91%) as a yellow oil: LR-ES-MS m/z calculated for C12H21NO5 [M]+ 259, observed [M+H]+ 260.

Provenance & Evidence