反应详情

温度

0 °C

Following a literature procedure (Zoidis, G.; Kolocouris, N.; Naesens, L.; De Clercq, E. Bioorg. Med. Chem. 2009, 17, 1534-1541), the title compound of Example 18 (0.015 g, 0.034 mmol) was dissolved in anhydrous THF (0.34 mL) and cooled to 0° C. A solution of LAH (0.10 mL, 1.0 M in THF) was added dropwise, and the reaction was stirred for 2 h at 0° C. MeOH was added to quench the remaining LAH and after 45 min, the mixture was partitioned between EtOAc/H2O. The organic layer was separated and the aqueous layer was extracted with EtOAc (3×), and the combined organic layers were washed with satd. aq. NaCl, dried over Na2SO4, filtered, and concentrated. The crude residue was purified by column chromatography (SiO2, 0-20% MeOH/Acetone+1% Et3N), followed by PTLC (10% MeOH/Acetone+1% Et3N) to afford the desired product (0.6 mg, 5%).

1. customto quench the remaining LAH
2. waitafter 45 min
3. customthe mixture was partitioned between EtOAc/H2O
4. customThe organic layer was separated
5. extractionthe aqueous layer was extracted with EtOAc (3×)
6. washthe combined organic layers were washed with satd
7. dry with materialaq. NaCl, dried over Na2SO4
8. filtrationfiltered
9. concentrationconcentrated
10. customThe crude residue was purified by column chromatography (SiO2, 0-20% MeOH/Acetone+1% Et3N)