反应详情

Next, 0.70 g (1.37 mmol) of benzyl 2-(N-benzyloxycarbonylamino)-4-[methyl(4-methylphenyl)phosphono]butanoate was dissolved in 30 mL of a solvent mixture of methanol and water at 2:1 and mixed with 270 mg of 5% palladium-carbon and hydrogen gas was introduced for 2 hours. The palladium-carbon was removed by Celite filtration and the filtrate was concentrated under a reduced pressure. The residue was purified by medium pressure reversed-phase column chromatography ODS-S-50B (Yamazen Co., Ltd., Osaka). The column was eluted with a linear gradient of 30 to 60% methanol (6 mL/min flow rate) and the fractions of the compound eluted with 60% methanol were collected. After the elution and purity of the compound were confirmed by TLC (BuOH/AcOH/H2O=5:2:2, ninhydrin coloration), vacuum concentration and freeze drying were carried out to obtain 2-amino-4-[methyl(4-methylphenyl)phosphono]butanoic acid (0.20 g, yield 51%) as a colorless solid.

1. additionwas introduced for 2 hours
2. customThe palladium-carbon was removed by Celite filtration
3. concentrationthe filtrate was concentrated under a reduced pressure
4. customThe residue was purified by medium pressure reversed-phase column chromatography
5. washThe column was eluted with a linear gradient of 30 to 60% methanol (6 mL/min flow rate)
6. washthe fractions of the compound eluted with 60% methanol
7. customwere collected
8. washAfter the elution and purity of the compound
9. concentrationwere confirmed by TLC (BuOH/AcOH/H2O=5:2:2, ninhydrin coloration), vacuum concentration and freeze
10. customdrying