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

Participants

Reaction Steps

The title compound was prepared according to the procedure of Example 216, with the modification that cycloheptanecarboxaldehyde was used in step d instead of cyclohexanecarboxaldehyde and 5-amino-2-methyl-benzoic acid benzyl ester replaced 3-amino-benzoic acid benzyl ester in step f. 1H NMR (300 MHz, d6-DMSO) 12.40 (1H, br s), 12.11 (1H, br s), 9.55 (1H, s), 8.30 (1H, s), 7.76 (1H, d), 7.20 (1H, d), 4.78 (2H, s), 2.87 (1H, m), 2.45 (3H, s), 2.10-1.47 (27H, m). The acid was converted to the N-methyl-D-glucamine salt and lyophilised from water/dioxan. Found: C, 60.38; H, 8.36; N, 7.51%; C37H56N4O9.2.0 H2O requires: C, 60.31; H, 8.21; N, 7.60%.

Provenance & Evidence