[CH2:1]([NH:9][C:10]([N:12]1[CH:16]=[CH:15]N=[CH:13]1)=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].CNC[C@@H:20]([C@H:22]([C@@H:24]([C@@H:26](CO)[OH:27])[OH:25])[OH:23])[OH:21].C[OH:31]>>[CH2:1]([NH:9][C:10]([N:12]([CH3:13])[CH2:16][C@@H:15]([C@H:20]([C@@H:22]([C@@H:24]([CH2:26][OH:27])[OH:25])[OH:23])[OH:21])[OH:31])=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]47 g of 1-N-(octylaminocarbonyl)imidazole and 42 g of N-methyl-D-glucamine were suspended in 300 cm3 of methanol under an inert atmosphere. The reaction mixture was maintained at reflux with stirring for 3 hours. Cooling was carried out with an ice bath and then the precipitate is filtered off. It was recrystallized from 300 cm3 of ethanol. 40 g (55% yield) of N-octylaminocarbonyl-N-methyl-D-glucamine were obtained in the form of a white powder.
Loading…