Dicyclohexylcarbodiimide → HCID 53748691, compound

Participants

Reaction Steps

A mixture of 3-amino-4-C-carboxy-2,3,4,6-tetradeoxy-D-arabino-hexose trimethylene dithioacetal (810 mg, 3.05 mmol) in acetonitrile (15 ml) is treated with N,N'-dicyclohexylcarbodiimide (689 mg, 3.34 mmol). The resulting mixture is kept at room temperature for 10 minutes and then heated at 60° for 5 hours. The reaction mixture is concentrated, the residue is slurried in ethyl acetate, and the precipitated urea is removed by filtration. The filtrate is washed successively with N aqueous hydrochloric acid, saturated aqueous sodium hydrogen-carbonate, water, dried (magnesium sulfate), and evaporated under vacuum to yield 385 mg (51%) of the desired 2-azetidinone trimethylene dithioacetal.

Provenance & Evidence