N-Methyl-D-glucamine → HCID 15860287, compound

Participants

Reaction Steps

A solution of 392 mg of 2,5-dimethoxycarbonylpyrazine and 780 mg of N-methylglucamine in 5 cm3 of ethanol is heated at a temperature close to the reflux temperature for 3 hours and the reaction mixture is filtered while hot. The white solid is washed with twice 10 cm3 of boiling ethanol. 1000 mg of N-methyl-N-[(2S,3R,4R,5R)-2,3,4,5-tetrahydroxy-1-hexyl]-N′-methyl-N′-[(2S,3R,4R,5R)-2,3,4,5-tetrahydroxy-1-hexyl]-pyrazine-2,5-dicarboxamide are thus obtained in the form of a white solid melting at 152° C. [1H NMR spectrum (400 MHz, (CD3)2SO-d6, at a temperature of 403 K, δ in ppm): 3.14 (s, 6H: 2×NCH3); from 3.45 to 4.28 (mts, 16H: 8×CHO−2×CH2 and 2×CH2N); 8.78 (s, 2H: ═CH at 3 and ═CH at 6)].

Provenance & Evidence