HCID 178526947, compound → HCID 178521081, compound

Participants

Reaction Conditions

Reaction Steps

(1R,2S,3R)-1-(2-(isoxazol-3-yl)-1H-imidazol-4-yl)butane-1,2,3,4-tetraol hydrate (726 g) was heated in 7200.0 g (10.0×) of ethanol for 3-3.5 h at 75-80° C., and then cooled slowly to 10-15° C. and stirred for 2-2.5 h at 10-15° C. The solids were filtered, washed with 726 g (1.0×) of ethanol and dried under vacuum for 20 hrs at 30-40° C. to yield 663 g of anhydrous (1R,2S,3R)-1-(2-(isoxazol-3-yl)-1H-imidazol-4-yl)butane-1,2,3,4-tetraol as off-white solid. 1H NMR (DMSO-d6 with a drop of DCl, 400 MHz) δ 8.71 (t, J=0.8 Hz, 1H), 7.40 (s, 1H), 6.89 (t, J=0.8 Hz, 1H), 5.06 (d, J=1.2 Hz, 1H), 3.53-3.69 (m, 3H), 3.49-3.52 (m, 1H); 13C NMR (DMSO-d6 with a drop of DCl, 100 MHz) δ 163.2, 149.6, 139.0, 133.0, 118.5, 104.8, 73.4, 71.4, 65.2, 63.8; Elemental analysis: Found: C, 44.50; N, 15.77; H, 5.39. Calculated for C10H13N3O5: C, 47.06; N, 16.46; H, 5.13.

Provenance & Evidence