反应详情

温度

25 °C

To a 0° C. solution of 5-chlorothiophene-2-sulfonyl isoleucinal (770 mg, 2.6 mmol, see Example 118, parts 1&2) in THF (5 mL) was added TMS-CF3 (5 mL, 0.5M in THF). The resulting mixture was treated with TBAF (250 μL, 1M in THF). The cold bath was removed and the reaction was stirred at 25° C. overnight. The reaction was quenched with HCl (25 mL, 2M) and the resulting solution was extracted with ethyl acetate (3×15 mL). The combined organic extracts were washed with water (25 mL) and brine (25 mL) then dried over MgSO4. The residue was submitted to RP-HPLC (see example 155 for procedure) to give 74 mg of the desired product (m/z=364.0 (M−H), rt=1.23 min).

1. customThe cold bath was removed
2. customThe reaction was quenched with HCl (25 mL, 2M)
3. extractionthe resulting solution was extracted with ethyl acetate (3×15 mL)
4. washThe combined organic extracts were washed with water (25 mL) and brine (25 mL)
5. dry with materialthen dried over MgSO4