Acetic Acid → HCID 66618203, compound

Participants

Reaction Steps

(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionic acid cyclopentyl ester (Scheme 12) (2.35 g, 9.5 mmol) in isopropanol (40 ml) was placed in a glass insert (120 ml volume). PtO2 (0.47 g, 2.1 mmol) was added to the glass insert which was placed in a hydrogenation bomb. Acetic acid (3 ml) was placed in a glass vial in the bomb next to the glass insert. The bomb was sealed and the reaction stirred for 16 h under an atmosphere of hydrogen (5 bar pressure). The reaction mixture was filtered through celite and washed with isopropanol. The solvent was removed in vacuo and azeotroped with THF to remove excess isopropanol to furnish the 2.58 g (quantitative yield) of the desired product.

Provenance & Evidence