Water → HCID 69203737, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of Example 391 (7.1 g, 11.2 mmol) in tetrahydrofuran (150 mL) was added triphenylphosine (4.4 g, 16.9 mmol) and the mixture was heated to about 40° C. overnight. Water (15.2 mL) was added and heating to about 40° C. was continued for about 6 hours. The mixture was concentrated under vacuum, diluted with water, basified by addition of potassium carbonate and extracted with ethyl acetate. The combined organic extracts were washed with water and brine, dried (MgSO4), filtered, and concentrated under vacuum. The residue was purified by flash chromatography on silica gel using dichloromethane/methanol (10:1)+1% ammonium hydroxide as eluent to provide the desired product. MS (ESI): m/z 606 (M+H)+.

Provenance & Evidence