Water → HCID 11429891, compound

Participants

Reaction Steps

The product (222 mg, 0.5 mmol, 1.0 equiv.) from Example 76, Step 3 was dissolved in EtOAc (50 mL) and SnCl2 (380 mg, 2.0 mmol, 4 equiv.) and H2O (0.5 mL) were added. The mixture was refluxed for 3 h. After the reaction was cooled to room temperature, 2N NaOH was added and the mixture was stirred for 30 min. The biphasic solution was filtered through the Celite, and the phases were separated. The organic phase was washed twice with brine, dried over Na2SO4, and concentrated. The residue was purified by silica gel chromatography (0-10% MeOH/CH2Cl2) to give the title compound in 64% yield. MS (ES+) m/e 414 [M+H]+.

Provenance & Evidence