Cyclohexylamine → HCID 22813516, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3.6 g of D-galactose, 10 g of cyclohexylamine and 20 ml of methanol is heated at 60° C. for one hour under stirring. After the reaction, the reaction mixture is condensed to dryness under reduced pressure and the residue is washed with ether, whereby 5.2 g of 1-cyclohexylamino-b 1-deoxy-D-galactose are obtained as a crude product. 5.2 g of said crude product are dissolved in 50 ml of methanol, and a solution of 2.3 g of 2-chloroethyl isocyanate in 10 ml of tetrahydrofuran is added dropwise thereto at 0° to 5° C. The solution is stirred at room temperature for one hour. Then, the reaction solution is condensed under reduced pressure, and the residue obtained is dissolved in 20 ml of formic acid. The formic acid solution is allowed to stand at room temperature for 20 minutes, and 150 ml of ether-n-hexane (3:1) are added thereto. The resultant oil is purified by silica gel chromatography (Solvent:chloroform-ethyl acetatemethanol (3:1:1)). 3.2 g of 1-(2-chloroethyl)-3-cyclohexyl-3 -(D-galactopyranosyl)urea are thereby obtained as colorless caramel.

Provenance & Evidence