Imidazole → 3-tert-Butyldimethylsilyloxy Pregnenolone

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Reaction Steps

Imidazole (ImH) can be added to a solution of pregnenolone (compound 3, see Scheme 1) in anhydrous dimethylformamide (DMF). Tert-butyldimethylsilyltrifluoromethanesulfonate can then be added to the solution. The reaction product can be purified to obtain compound 4, 1-((3S,8S,9S,10R,13S,14S,17S)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3-[(1,1-dimethylethyl)dimethylsilyloxy]-10,13-dimethyl-1H-cyclopenta[α]phenanthren-17-yl) ethanone, as shown in Scheme 2.

Provenance & Evidence