反应详情

温度

50 °C

To a solution of 2-(2-chloro-5-((3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)benzyl)-5-(pyridin-4-yl)-1,3,4-thiadiazole (2.83 mmol) from Step 1 in acetonitrile (5 mL) was added Iodotrimethylsilane (5 mL). The resulting reaction mixture was heated to 50° C. overnight. After cooling to 0° C., the reaction quenched with methanol and concentrated in vacuo. Purification by reverse phase preparative HPLC (Gilson®, SunFire™ Prep, 5 to 50% acetonitrile in water gradient) provided the title compound (139 mg, 0.31 mmol, 11%, mixture of α,β-anomer) as a yellow solid.

1. customThe resulting reaction mixture
2. temperatureAfter cooling to 0° C.
3. customthe reaction quenched with methanol
4. concentrationconcentrated in vacuo
5. customPurification by reverse phase preparative HPLC (Gilson®, SunFire™ Prep, 5 to 50% acetonitrile in water gradient)