Acetic Acid → HCID 23402072, compound

Participants

Reaction Steps

To the solution of N-(2-tetrahydropyranyloxy)-2-[(S)-7-[5-(4-ethylphenyl)-2-thienyl]-1,1-dioxoperhydro-1,4-thiazepin-7-yl]acetamide (100 mg) and 6-methylpyridine-2-carbaldehyde (49.2 mg) in ethanol (5 ml) was added sodium triacetoxyborohydride (81.6 mg) and a drop of acetic acid. The resulting mixture was stirred for 1 hour at room temperature. The solvent was evaporated and the residue was partitioned into ethyl acetate (20 ml)/water (20 ml). The organic layer was washed with brine (20 ml), dried over magnesium sulfate, and evaporated to give a yellow gum. Silica gel column chromatography (eluent: acetone hexane (2:3)] was performed to give N-(2-tetrahydropyranyloxy)-2-[(S)-7-[5-(4-ethylphenyl)-2-thienyl]-1,1-dioxoperhydro-4-[(6-methylpyridin-2-yl)methyl]-1,4-thiazepin-7-yl]acetamide (85.9 mg) as a yellowish solid.

Provenance & Evidence