反应详情

5-Benzyloxy-2-(2,6-dichlorobenzyl)-6-oxo-3,6-dihydro-pyrimidine-4-carboxylic acid [2-(tert-butyl-dimethylsilanyloxy)-ethyl]-isopropylamide (63) (0.17 g, 281 μmol, Eq: 1.00) was dissolved in tetrahydrofuran (1 ml). HCl (211 μl, 422 μmol, Eq: 1.5) was added and the resulting mixture was stirred at room temperature for 30 minutes. The solvent was mostly removed. The residue was partitioned between ethyl acetate and 1M NaOH. The aqueous layer was washed with ethyl acetate, the organic layers were washed with brine, combined, dried over Na2SO4, filtered and concentrated. The remaining oil was triturated and concentrated several times with ether/hexanes to afford 5-benzyloxy-2-(2,6-dichlorobenzyl)-6-oxo-3,6-dihydro-pyrimidine-4-carboxylic acid (2-hydroxyethyl)-isopropylamide (64) (0.113 g, 230 μmol, 82.0% yield) as a white solid.

1. customThe solvent was mostly removed
2. customThe residue was partitioned between ethyl acetate and 1M NaOH
3. washThe aqueous layer was washed with ethyl acetate
4. washthe organic layers were washed with brine
5. dry with materialdried over Na2SO4
6. filtrationfiltered
7. concentrationconcentrated
8. customThe remaining oil was triturated
9. concentrationconcentrated several times with ether/hexanes