N-Methyl-D-glucamine → 5-{[5-(2-Adamantan-1-yl-ethyl)-2-tert-butyl-1H-imidazole-4-carbonyl]-amino}-2-methyl-benzoic Acid

Participants

Reaction Steps

The title compound was prepared according to the procedure of Example 70, with the modification that trimethylacetaldehyde was used in step a instead of 2-dimethylamino-benzaldehyde and 5-amino-2-methyl-benzoic acid benzyl ester replaced 3-amino-benzoic acid benzyl ester in step c. 1H NMR (300 MHz, d6-DMSO) 12.75 (1H, br s), 11.85 (1H, br s), 9.38 (1H, s), 8.25 (1H, s), 7.76 (1H, d), 7.21 (1H, d), 2.88 (2H, m), 2.45 (3H, s), 1.94 (3H, br s), 1.70-1.59 (6H, m), 1.510 (6H, br s), 1.34 (11H, m). The acid was converted to the N-methyl-D-glucamine salt and lyophilised from water/dioxan. Found: C, 61.52; H, 8.39; N, 7.91%. C35H54N4O8.1.5 H2O requires: C, 61.29; H, 8.38; N, 8.17%.

Provenance & Evidence