反应详情

Dissolve (3R,5S)-3-[3,5-Dichloro-4′-(4-trifluoromethyl-piperidine-1-carbonyl)-biphenyl-4-ylmethyl]-5-hydroxymethyl-dihydro-furan-2-one (1.5 g, 1 eq.) in THF (10 mL) and then add 2 N NaOH (3 mL). Allow the reaction to stir at room temperature for 1 hour with vigorous stirring. TLC (50% EtOAc/Heptane) shows the complete consumption of starting material. Add dropwise a solution of periodic acid (1.5 g, 2.3 eq.) in water (5 mL). The reaction becomes a white slurry with a small exotherm. After ˜1 hour, TLC (50% EtOAc/Heptane) shows that the reaction is finished. Dilute the slurry with 1 N HCl (10 mL) and extract 3 times with EtOAc (150 mL total). Dry the organic layer and concentrate to give the titled compound as a white foamy solid (1 g, 68% yield).

1. customthe reaction
2. customthe complete consumption of starting material
3. waitAfter ˜1 hour
4. extractionextract 3 times with EtOAc (150 mL total)
5. customDry the organic layer
6. concentrationconcentrate