反应详情

温度

0 °C

(S)-tert-Butyl 3-(3-formylphenyl)-1-((4-methoxyphenyl)(methyl)amino)-1-oxopropan-2-ylcarbamate (2.71 g, 6.58 mmole) was dissolved in methanol (66 ml). The solution was cooled to 0° C. in an ice bath. NaBH4 was added to the cooled solution and the resulting reaction mixture was stirred for 30 min. The reaction was confirmed to be complete by tlc and HPLC/MS. The reaction was concentrated under reduced pressure and then partitioned between EtOAc and H2O. The aqueous layer was extracted with EtOAc (2×). The combined organics were washed with H2O (2×) and brine (2×). The organic layer was dried over MgSO4, filtered and concentrated. The crude product was purified by flash column using EtOAc/hexanes. Yield=1.3 g. MS (m/z) 415 [M+14]+.

1. customthe resulting reaction mixture
2. concentrationThe reaction was concentrated under reduced pressure
3. custompartitioned between EtOAc and H2O
4. extractionThe aqueous layer was extracted with EtOAc (2×)
5. washThe combined organics were washed with H2O (2×) and brine (2×)
6. dry with materialThe organic layer was dried over MgSO4
7. filtrationfiltered
8. concentrationconcentrated
9. customThe crude product was purified by flash column