4-(Trifluoromethylthio)benzyl bromide → (1S,2R)-2-[(4-Chlorobenzenesulfonyl)-(4-trifluoromethylsulfanyl-benzyl)-amino]-cyclohexanecarboxylic acid amide

Beteiligte Stoffe

Reaktionsschritte

The titled compound was prepared in 64% yield from (1S,2R)-2-(4-chlorobenzenesulfonylamino)-cyclohexanecarboxylic acid amide (100 mg, 0.316 mmol) and 1-bromomethyl-4-trifluoromethylsulfanyl-benzene (90 mg, 0.332 mmol) according to the procedure described in Example 3: 1H NMR (400 Mz, DMSO-d6) δ 7.79 (d, 2 H, J=8.8), 7.61 (d, 2 H, J=8.8), 7.59 (d, 2 H), J=8.1), 7.43 (d, 2 H, J=8.1), 7.32 (br s, 1 H), 6.65 (br s, 1 H), 4.62 (ABq, 2 H, Δv=73.1, Jab=17.3), 3.88 (dt, 1 H, Jd=12.7, Jt=3.9), 2.79 (m, 1 H), 2.43 (m, 1 H), 1.79 (m, 1 H), 1.65 (m, 2 H), 1.42–1.19 (m, 3 H), 0.94 (m, 1 H); MS m/e 529.1 (M+Na)+. Optical rotation: [α]D=−28.6 (c=5.87 mg/mL, MeOH).

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