Benzothiazole → (+/-)-6-[1-Hydroxy-1-(benzothiazol-2-yl)methyl]-3-methyl-1-(2-methylpropyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione

Beteiligte Stoffe

Reaktionsschritte

Lithium diisopropylamide (2.25 mmol) was added to a solution of benzothiazole (230 mg) in tetrahydrofuran (10 ml) at −78° C. After 5 minutes 1,2,3,4-tetrahydro-3-methyl-1-(2-methylpropyl)-2,4-dioxothieno[2,3-d]pyrimidine-6-carboxaldehyde (300 mg) was added and the reaction mixture kept at −78° C. After a further 30 minutes saturated sodium hydrogen carbonate solution was added and the reaction mixture was allowed to warm to room temperature. The mixture was extracted with ethyl acetate, dried over magnesium sulfate and evaporated. Purification by chromatography eluting with isohexane:ethyl acetate (2:1 to 1:2) gave the title compound as an oil (150 mg).

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