N,N-Dimethylethylenediamine → 3-(N-(N',N'-dimethylaminoethane)carbamoyl)cholesterol

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Reaction Steps

A solution of cholesteryl chloroformate (2.25 g, 5 mmol in 5 ml of dry chloroform) is added dropwise to an excess of a solution of N,N-dimethylethylenediamine (2 ml, 18.2 mmol, in 3 ml of dry chloroform) at 0° C. After extraction of the solvent by evaporation, the residue is purified by 2 successive recrystallizations in absolute ethanol at 4° C., and dried under vacuum. 0.545 g of DC chol is thereby obtained in the form of a white powder. The structure of the compound was verified by NMR and mass spectrometry. The results obtained are in agreement with the data published in the paper cited above.

Provenance & Evidence