Benzoyl chloride → HCID 178427464, compound

Participants

Reaction Steps

Compound (16) (69 mg, 0.087 mmol) from above was treated with anhydrous HCl/dioxane (5 mL) at room temperature for 4 h. The reaction mixture was then evaporated at reduced pressure and then re-evaporated at reduced pressure 2× from toluene to remove any excess HCl. The residue was dissolved in N,N-dimethylformamide (5 mL) and treated with triethylamine (24 μL, 0.174 mmol) and benzoyl chloride (20 μL, 0.174 mmol) at room temperature for 18 h. The reaction mixture was then evaporated under high vacuum and the residue was purified by flash chromatography (silica gel, 2.5×20 cm, 2% methanol in chloroform) to yield the title compound (17) (42 mg, 61%) as an inseparable mixture of diastereoisomers. Compound (17): TLC Rf 0.58 (silica gel, 9:1 chloroform: methanol).

Provenance & Evidence