Piperidine → 4-hydroxy-5-(2-isopropyl-5-methyl-phenyl)sulfanyl-2-phenethyl-2-phenyl-3H-pyran-6-one

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Reaction Steps

The title compound was prepared as described in General Method 6 from 2.0 mmol of 3-bromo-5,6-dihydro-4-hydroxy-6-phenyl-6-(2-phenylethyl)-2H-pyran-2-one (prepared in example BBB), 2.1 mmol of 5-methyl-2-isopropylbenzenethiol, and 2.1 mmol of piperidine in 30 mL of dichloromethane. The product was chromatographed on silica gel, eluting first with chloroform and then with 5% methanol in chloroform (m.p. 66°-67° C.). 1H NMR (DMSO-d6) δ1.16 (m, 6H), 1.87 (s, 3H), 2.26 (m, 3H), 2.57 (m, 1H), 3.23 (m, 1H), 3.43 (q, 2H), 6.01 (bs, 1H), 6.78 (d, 1H), 7.03-7.27 (m, 6H), 7.37-7.47 (m, 5H).

Provenance & Evidence