HCID 86632035, compound → HCID 23582775, compound

Participants

Reaction Steps

Next, 0.25 g (0.35 mmol) of benzyl 2-(N-benzyloxycarbonylamino)-4-[1-[N-(benzyloxycarbonylmethyl)carbamoyl]propyl(phenyl)phosphono]butanoate was dissolved in 30 mL of a solvent mixture of methanol and water at 20:1 and mixed with 200 mg of 5% palladium-carbon and hydrogen gas was introduced for 45 minutes. The palladium-carbon was removed by Celite filtration and the filtrate was vacuum-concentrated. The residue was purified by medium pressure reversed-phase column chromatography ODS-S-50B. The column was eluted with a linear gradient of 30 to 60% methanol at a flow rate of 6 mL/min and the fractions containing the compound eluted at 60% methanol were collected. The elution and purity of the compound were confirmed by TLC (BuOH/AcOH/H2O=5:2:2, ninhydrin coloration). After vacuum concentration, freeze drying was carried out to obtain 2-amino-4-[1-[N-(carboxymethyl)carbamoyl]propyl(phenyl)phosphono]butanoic acid (250 mg, yield 18%) as a colorless solid.

Provenance & Evidence