Boron Trichloride → (2R,3R,4R,5R)-2-(4-aminopyrazolo[3,4-d]pyrimidin-1-yl)-5-(hydroxymethyl)-3-methyl-tetrahydrofuran-3,4-diol

Temperatur

-78 °C

To a solution of the compound from Step A (0.20 g, 0.33 mmol) in dichloromethane (10 mL) at −78° C. was added boron trichloride (1M in dichloromethane) (3 mL, 3 mmol) dropwise. The mixture was stirred at −78° C. for 0.5 h, then at −45° C. to −30° C. for 2 h. The reaction was quenched by addition of sodium acetate (1.0 g) and methanol (10 mL). The solution was evaporated and the residue was purified by flash chromatography over silica gel using CH2Cl2 and CH2Cl2/MeOH (95:5-90:10) gradient as the eluent to furnish the desired compound (60 mg) as a solid, which was recrystallized from methanol and acetonitrile to give the title compound as an off-white solid (40 mg).

1. waitat −45° C. to −30° C. for 2 h
2. customThe reaction was quenched by addition of sodium acetate (1.0 g) and methanol (10 mL)
3. customThe solution was evaporated
4. customthe residue was purified by flash chromatography over silica gel

ORD-Eintrag

ord-46be464f1d7a44b5a3d8c741ba5de852

Quelldatensatz

uspto-grants-2013_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08481712B2