(R)-propionic acid (acetyl-{3-[4-(1,1-dioxo-hexahydro-1lambda6-thiopyran-4-yl)-3-fluoro-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-carbamoyloxy)-methyl ester → HCID 58958559, compound

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Following general procedure C, (S)-5-aminomethyl-3-[4-(1,1-dioxo-hexahydro-1λ6-thiopyran-4-yl)-3-fluoro-phenyl]-oxazolidin-2-one (2) (579.0 mg, 1.69 mmol) in dichloromethane (14 mL) and tetrahydro-pyran4-carbonoylmethy carbonochloridate (71) gave the titled product in 80% yield (716.5 mg, 1.36 mmol). 1H NMR (400 MHz, CDCl3): δ 7.48 (dd, 1H), 7.24 (t, 1H), 7.16 (dd, 1H), 5.72 (q, 2H), 5.38 (t, 1H), 4.76-4.84 (m, 1H), 4.06 (t, 1H), 3.93 (dq, 2H), 3.78 (dd, 1H), 3.68 (ddd, 1H), 3.55 (dt, 1H), 3.55 (dt, 2H), 3.14-3.19 (m, 4H), 3.10 (dt, 1H), 2.57 (tt, 1H), 2.34-2.47 (m, 2H), 2.17-2.22 (m, 2H), 1.69-1.86 (m, 4H). MS-APCI (m/z+): 529 (M+H).

Provenance & Evidence