1-Adamantanecarboxylic acid → HCID 178522740, compound

Participants

Reaction Steps

The product of Example 108A (0.20 g, 0.76 mmol) and adamantane-1-carboxylic acid (0.15 g, 0.84 mmol) were processed according to the method of Example 77B. Purification by column chromatography (SiO2, 0-30% methanol/methylene gradient) afforded 82 mg (25%) of the title compound. 1H NMR (CDCl3, 300 MHz) δ ppm 1.67-1.82 (m, 6 H), 1.99 (d, J=2.7 Hz, 6 H), 2.06 (s, 3 H), 2.62 (s, 4 H), 2.78 (s, 2 H), 3.70 (s, 4 H), 4.53 (s, 2 H), 7.22-7.37 (m, 2 H), 7.43 (t, J=7.6 Hz, 1 H), 7.65 (d, J=7.8 Hz, 1 H); MS (DCI/NH3) m/z 426 (M+H)+. Anal. Calculated for C24H31N3O2S.0.2H2O: C, 67.16; H, 7.37; N, 9.79. Found: C, 66.92; H, 7.59; N, 9.83.

Provenance & Evidence