反应详情

温度

80 °C

To a solution of 5-{(1R)-2-[(1S,4S)-2,5-diazabicyclo[2.2.1]hept-2-yl]-1-hydroxyethyl}-4-methyl-2-benzofuran-1(3H)-one [INTERMEDIATE 36](100 mg, 0.35 mmol) in ethanol (2 mL) was added (3S)-3-methyl-6-(oxiran-2-yl)-3,4-dihydro-1H-isochromen-1-one (INTERMEDIATE 24) (71 mg, 0.35 mmol) and Hunig's base (61 uL, 0.35 mmol). The mixture was heated to 80° C. for 20 hours. The solvent was removed using rotary evaporation and the crude oil was purified via by silica gel chromatography (0-7% MeOH in DCM) to yield the pure respective diastereomers as a faster eluting isomer D1 (LCMS: m/z 493.2 (M+H)+) and slower eluting diastereomer D2 (LCMS: m/z 493.2 (M+H)+).

1. customThe solvent was removed
2. customevaporation
3. customthe crude oil was purified via by silica gel chromatography (0-7% MeOH in DCM)
4. customto yield the pure respective diastereomers as
5. washa faster eluting isomer D1 (LCMS: m/z 493.2 (M+H)+)
6. washslower eluting diastereomer D2 (LCMS: m/z 493.2 (M+H)+)