反应详情

To a slurry of 5-(4-methylenecyclohexyl)-N,N-bis((2-(trimethylsilyl)ethoxy)methyl)pyrazolo[1,5-a]pyrimidin-7-amine (4.89 g, 10.0 mmol) in Acetone/H2O/MeCN (60/20/20) was added NMO (4.15 mL, 20 mmol), followed by OsO4 (2.5 wt. % in tBuOH) (6.27 mL, 0.50 mmol) at rt. The resulting reaction mixture was stirred at rt overnight. Organic solvent were evaporated and the aqueous residue was extracted with EtOAc three times, dried over Na2SO4 and concentrated to afford 4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)pyrazolo[1,5-a]pyrimidin-5-yl)-1-(hydroxymethyl)cyclohexanol as a pale brownish oil (5.52 g), which was used without further purification. HPLC-MS TR=2.48 min (UV 254 nm, 5 min method); mass calculated for formula C25H46N4O4Si2 522.3, observed LCMS m/z 523.3 (M+H).

1. customThe resulting reaction mixture
2. customOrganic solvent were evaporated
3. extractionthe aqueous residue was extracted with EtOAc three times
4. dry with materialdried over Na2SO4
5. concentrationconcentrated