3-chloro-6-[2-(3-chloro-4-methoxyphenyl)ethyl]6-cyclopentyl-4-hydroxy-5,6-dihydro-2H-pyran-2-one → 6-[2-(3-Chloro-4-methoxy-phenyl)-ethyl]-6-cyclopentyl-3-[5-(4-hydroxy-phenyl)-4H-[1,2,4]triazol-3-ylsulfanyl]-dihydro-pyran-2,4-dione

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Reaction Steps

The title compound was prepared analogously to Example C(4), where 3-Chloro-6-[2-(3-chloro-4-methoxy-phenyl)-ethyl]-6-cyclopentyl-4-hydroxy-5,6-dihydro-pyran-2-one example C(40), was substituted in place of 3-Chloro-6-(2-cyclohex-1-enyl-ethyl)-6-cyclopentyl-4-hydroxy-5,6-dihydro-pyran-2-one and 4H-3-mercapto-5-(4-hydroxyphenyl)[1,2,4]-triazole was substituted in place of 5-Pyridin-4-yl-4H-[1,2,4]triazole-3-thiol of that example. 1H NMR (DMSO-d6): δ 1.47-1.76 (m, 10H), 2.04-2.23 (m, 1H), 2.58-2.64 (m 2H), 2.83 (d, J=17.0, 1H), 2.94 (d, J=17.0 Hz, 1H), 3.81 (s, 3H), 6.76 (d, J=8.7 Hz, 1H) 6.98 (d, J=8.5 Hz, 2H), 7.13 (dd, J=8.5, 2.0 Hz, 1H), 7.29 (d, J=2.0 Hz, 1H), 7.65 (d, J=8.7 Hz, 2H), 9.88 (s, 1H), 12.0 (brs, 1H); Anal. Calcd. For C27H28ClN3O5S.1.0HCl.1.0H2O: C, 54.36; H, 5.24; N, 7.04; Found: C, 54.38; H, 5.02; N, 7.24. ESIMS (MH+): 543

Provenance & Evidence