Methanol → HCID 86757202, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of methanol (0.15 mL, 3.8 mmol) in 5 mL of ethyl acetate was added at 0° C., under an atmosphere of argon, acetyl chloride (0.27 mL, 3.8 mmol). The solution was stirred at 0° C. for 10 min, and at room temperature for 30 min. To the solution was added (8R,13R)-13-[[(1,1-dimethylethoxy)carbonyl]amino]-6,14-dioxo-10,11-dithia-7,15-diazaspiro[4.12]heptadecane-8-carboxylic acid 1,1-dimethylethyl ester (130 mg, 0.25 mmol). The mixture was stirred for 7 hours. The precipitate was collected on a glass frit and washed with ethyl ether. After drying under high vacuum, 92 mg of (8R,13R)-13-amino-6,14-dioxo-10,11-dithia-7,15-diazaspiro[4.12]heptadecane-8-carboxylic acid 1,1-dimethylethyl ester was obtained (96% yield based on recovered starting material after evaporation of the filtrate and washes).

Provenance & Evidence