Water → HCID 59586728, compound

Participants

Reaction Steps

A solution of 232 mg (0.32 mmol) of the product from example 67A in 6 ml of THF is admixed with 195 mg (0.74 mmol) of a 1 molar solution of tetrabutylammonium fluoride in THF. The mixture is stirred at RT for 2 h. Then it is admixed with 60 ml of water, 30 ml of ethyl acetate and 6 ml of sodium chloride solution, and the phases are separated. The organic phase is extracted three times with ethyl acetate and the combined organic phases are dried over sodium sulfate. After filtration, the mixture is freed of the solvent and the residue is prepurified by chromatography on silica gel (20:1 dichloromethane/methanol). Subsequent purification by means of preparative HPLC with an acetonitrile/water mixture affords 29 mg (18% of theory) of the desired product.

Provenance & Evidence