1-Adamantanecarboxylic acid → HCID 24888214, compound

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Reaction Steps

Adamantane-1-carboxylic acid (2.2 g, 12 mmol) and the product of Example 82A (2.9 g, 10 mmol) were processed according to the method of Example 77B Purification by column chromatography (SiO2, 20-35% ethyl acetate/hexanes gradient) afforded 0.25 g (63%) of the title compound. 1H NMR (CDCl3, 300 MHz) δ ppm 1.47 (s, 9 H), 1.71-1.75 (m, 6 H), 1.96-2.00 (m, 6 H), 2.00-2.04 (m, 3 H), 2.14 (s, 3 H), 2.21 (s, 3 H), 4.85-5.02 (m, 2 H); MS (DCI/NH3) m/z 405 (M+H)+. Anal. Calculated for C22H32N2O3S: C, 65.31; H, 7.97; N, 6.92 Found: C, 65.38; H, 7.95; N, 6.84.

Provenance & Evidence