Imidazole → HCID 69551805, compound

Participants

Reaction Steps

A solution of 115 mg (0.17 mmol) 15-acetoxy-3-(tert-butyl-dimethyl-silanyloxy)-7-hydroxy-4,4,6,8,12,16-hexamethyl-17-(2-methyl-thiazol-4-yl)-5-oxo-heptadeca-12,16-dienoic acid methyl ester (289) and 36 mg (0.50 mmol) imidazole in 1000 μl absolute DMF was cooled to 0° C. After addition of 84 μl (0.50 mmol) triethylsilylchloride, the icebath was removed and the solution was stirred for 3 h 15 min at ambient temperature before 5.0 mL diethylether were added. The organic layer was washed with demi water (2×1000 μl) as well as with brine (1×1000 μl), dried over Na2SO4, filtrated and concentrated in vacuo. The remaining oil was purified via flash chromatography (column dimensions: 1.0×20.0 cm, diethylether/petroleum ether=1:1).

Provenance & Evidence