Example 1
To a solution of the SM (10 g, 65.36 mmol) in AcOH (60 mL) was slowly added HNO3 (3.3 mL, 78.4 mmol) at 0 C. The reaction mixture was stirred at RT for 1 h. The mixture was diluted with H2O (10 mL) and extracted with EtOAc (3 x 200 mL). The combined organics were dried (Na2SO4) and concentrated in vacuo. The residue was purified by silica gel column chromatography to provide the product as a light yellow solid. [5 g, 39%]
[Patent Reference: WO2014149164, page 386, (23.7 MB)]