1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → n-t-Butoxy-3-(4-methoxyphenylthio)propionamide

Participants

Reaction Steps

To a solution of the compound prepared in Example 8(11) (1.00 g) in DMF (20 ml), t-butoxyamine hydrochloride (652 mg), triethylamine (0.8 ml), 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide (EDC) hydrochloride (995 mg) and 1-hydroxybenzotriazole (HOBt) hydrate (795 mg) were added at 0° C. The mixture was stirred for 16 hours at room temperature. To the reaction mixture, ethyl acetate and water were added. The organic phase was washed with 0.1 N hydrochloric acid, a saturated aqueous solution of sodium bicarbonate, water and a saturated aqueous solution of sodium chloride, successively, dried over anhydrous magnesium sulfate and concentrated to give the title compound (1.35 g) having the following physical data.

Provenance & Evidence