Methyl 4-[bis(tert-Butoxy)phosphoryl-fluoromethyl]-N-(benzyloxycarbonyl)-D,L-phenylalaninate → Methyl 4-[bis(tert-Butoxy)phosphoryl-fluoromethyl]-D,L-phenylalaninate

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Reaction Steps

Compound 20 (1.09 g, 2.03 mmol) in anhydrous MeOH (50 mL) is hydrogenated over 10% Pd.C (436 mg) under H2 (45 psi) in a Parr apparatus. The vessel is evacuated and replenished with H2 at approximately 30 minute intervals. After 4 hours, the mixture is removed, filtered through celite and solvent removed under reduced pressure, yielding crude 21 (813 mg). Purification by silica gel chromatography affords pure 21 (694 mg, 85%).

Provenance & Evidence