N-Methyl-D-glucamine → 5-{[5-(Adamantan-1-yloxymethyl)-2-cyclooctyl-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 cyclooctanecarboxaldehyde (prepared from cyclooctanone according to the procedure given in Example 205, steps a and b) 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), 12.10 (1H, br s), 9.55 (1H, br s), 8.29 (1H, s), 7.78 (1H, d), 7.20 (1H, d), 4.78 (2H, s), 2.96 (1H, m), 2.45 (3H, s), 2.10-1.53 (29H, m). The acid was converted to the N-methyl-D-glucamine salt and lyophilised from water/dioxan. Found: C, 61.55; H, 8.31; N, 7.60%; C38H58N4O9.1.5 H2O requires: C, 61.52; H, 8.28; N, 7.55%.

Provenance & Evidence