反应详情

温度

70 °C

A solution of the racemic 3-[4-(4-cyanophenyl)thiazol-2-yl]-1-(1H-1,2,4-triazol-1-yl)-2-(2,5-difluorophenyl)-butan-2-ol (4.4 g) and (1R)-10-camphorsulfonic acid (2 g) in toluene (40 ml) containing glacial acetic acid (0.6 ml) was warmed up to approximately 70° C., then allowed to cool slowly to 20° C., seeded with the pure enantiomeric salt whereupon the pure enantiomeric salt start to crystallize out. After ca. 2 hrs at this temperature the solid was collected, washed with cold toluene and dried. The crystals were taken with a solvent mixture of methylenechloride/water and after addition of aqueous saturated sodium bicarbonate solution the organic phase was separated and aqueous phase washed twice with methylenechloride. The combined organic phases were filtrated and the solvent removed under reduced pressure. Recrystallization of the crude product from aqueous ethanol provided enantiomerically pure title compound: 2 g (45% yield, 99% ee). The analytical data were identical with published: U.S. Pat. No. 6,300,353 and WO 99/45008.

1. temperatureto cool slowly to 20° C.
2. customto crystallize out
3. customAfter ca. 2 hrs at this temperature the solid was collected
4. washwashed with cold toluene
5. customdried
6. additionThe crystals were taken with a solvent mixture of methylenechloride/water
7. additionafter addition of aqueous saturated sodium bicarbonate solution the organic phase
8. customwas separated
9. washaqueous phase washed twice with methylenechloride
10. filtrationThe combined organic phases were filtrated
11. customthe solvent removed under reduced pressure
12. customRecrystallization of the crude product from aqueous ethanol