反应详情

To a chilled (−78° C.) solution of 2-methyl-propane-2-sulfinic acid [1-(2-methanesulfonyl-thiazol-5-yl)-prop-(Z)-ylidene]-amide (93 mg, 0.29 mmol) in THF (5 mL) is added a 1 M solution of lithium tri-sec-butylborohydride (L-Selectride) (0.58 mL, 0.58 mmol) in THF dropwise. After 2.5 hours, the reaction mixture is quenched with saturated aqueous ammonium chloride solution (100 mL), and the aqueous layer is separated. The aqueous layer is extracted with EtOAc (2×10 mL). The combined organic layers are washed with brine (10 mL), dried over sodium sulfate, filtered and concentrated. The residue is purified by silica gel chromatography eluting using a gradient of 0-100% EtOAc in hexanes to afford 2-methyl-propane-2-sulfinic acid [(S)-1-(2-methanesulfonyl-thiazol-5-yl)-propyl]-amide.

1. customthe reaction mixture is quenched with saturated aqueous ammonium chloride solution (100 mL)
2. customthe aqueous layer is separated
3. extractionThe aqueous layer is extracted with EtOAc (2×10 mL)
4. washThe combined organic layers are washed with brine (10 mL)
5. dry with materialdried over sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated
8. customThe residue is purified by silica gel chromatography
9. washeluting