反应详情

温度

-10 °C

A mixture of (±)-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-2-(1-methyl-2-oxopropyl)-3H-1,2,4-triazol-3-one (0.06 mol) in DMF (500 ml) was cooled to −10° C. and then stirred under N2 flow. Potassium tri-sec-butylborohydride, 1M solution in tetrahydrofuran (150 ml) was added dropwise. The mixture was allowed to warm to room temperature slowly and then poured out into water. The precipitate was filtered off, washed with CH3OH and crystallized from CH3OH. The precipitate was filtered off and dried. The residue was purified by HPLC over CHIRALPAC AD (eluent: ethanol). Two pure fractions were collected and their solvents were evaporated. Each residue was triturated in CH3OH. The precipitate was filtered off and dried, yielding 7.3 g [S—(R*,R*)]-2,4-dihydro-2-(2-hydroxy-1-methylpropyl)-4-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-3H-1,2,4-triazol-3-one. (interm. 1a) [α]20D=−10.81° (c=50.43 mg/5 ml DMF).

1. temperatureto warm to room temperature slowly
2. filtrationThe precipitate was filtered off
3. washwashed with CH3OH
4. customcrystallized from CH3OH
5. filtrationThe precipitate was filtered off
6. customdried
7. customThe residue was purified by HPLC over CHIRALPAC AD (eluent: ethanol)
8. customTwo pure fractions were collected
9. customtheir solvents were evaporated
10. customEach residue was triturated in CH3OH
11. filtrationThe precipitate was filtered off
12. customdried