Iodine → HCID 90417868, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of Example 3B (2.5 g, 6.52 mmol) in 50 mL tetrahydrofuran at −78° C. was added 2M lithium diisopropylamide (4.89 mL, 9.78 mmol) over 5 minutes. The solution was stirred at −78° C. for 30 minutes and a solution of iodine (3.31 g, 13.04 mmol) in tetrahydrofuran (50 mL) was added over 5 minutes. The mixture was stirred at −78° C. for 2 hours and quenched with 50 mL 1M sodium thiosulfate. The aqueous layer was extracted with ethyl acetate (3×50 mL) and the combined organic layers were washed with brine, dried over magnesium sulfate, filtered and concentrated to give the title compound, which was used without further purification. MS (ESI+) m/z 509.51 (M+H)+.

Provenance & Evidence