Ethyl Acetate → HCID 178499569, compound

Participants

Reaction Steps

To a solution of 100 mg of (2S,3S,4R)-6-cyano-2-methyl-2-dimethoxymethyl-3-hydroxy-4-amino-3,4-dihydro-2H-1-benzopyran prepared in the preparation example 6 is dissolved in 3 ml of DMF, were added 92 mg of N-cyano-N′-(4-chlorophenyl)thiourea sodium salt and 89 mg of 1-[3-(dimethylamino)propyl]-2-ethylcarbodiimide hydrochloride. The reaction mixture was stirred for 6 hours at room temperature, and extracted with 30 ml of ethyl acetate after acidifying the mixture by adding 5 ml of 1N HCl. The organic Layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by siLica gel chromatography (n-hexane:ethyl acetate=1:1 to afford 70 mg (yield: 43%) of the desired compound Of (2S,3R,4S) stereochemistry.

Provenance & Evidence