Imidazole → [4-(Tert-butyl-dimethyl-silanyloxy) phenyl](4-but-2-ynyloxy-benzenesulfonylamino)-acetic acid methyl ester

Participants

Reaction Steps

To a solution of 6.62 g (0.017 mmol) of [{[4-(2-butynyloxy)phenyl]sulfonyl}amino](4-hydroxyphenyl)acetate from Example 178 in 50 mL of DMF was added 3.08 g (0.020 mmol) of tert-butyldimethylsilyl chloride followed by 2.89 g (0.043 mmol) of imidazole. The reaction was stirred at room temperature for 5 h and then diluted with ether. The resulting mixture was washed with water, dried over magnesium sulfate, filtered and concentrated in vacuo to give 7.06 g of [4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-(4-but-2-ynyloxy-benzenesulfonylamino)-acetic acid methyl ester as a white solid. Electrospray Mass Spec 504.4 (M+H)+.

Provenance & Evidence