Ethyl dithioacetate → 5-(S)-Thioacetamidomethyl-3-[4'-methylsulfinyl-3'-fluorophenyl]oxazolidine-2-one
Reaction equation
[NH2:1][CH2:2][C@@H:3]1[O:7][C:6](=[O:8])[N:5]([C:9]2[CH:14]=[CH:13][C:12]([S:15]([CH3:17])=[O:16])=[C:11]([F:18])[CH:10]=2)[CH2:4]1.[C:19](SCC)(=[S:21])[CH3:20]>CN(C=O)C>[C:19]([NH:1][CH2:2][C@@H:3]1[O:7][C:6](=[O:8])[N:5]([C:9]2[CH:14]=[CH:13][C:12]([S:15]([CH3:17])=[O:16])=[C:11]([F:18])[CH:10]=2)[CH2:4]1)(=[S:21])[CH3:20]Participants
4
Procedure
Prepared analogously to the Method A of General Methods of Preparation of 5-(S)-Thioamidomethyloxazolidinones (Example 1) from 5-(S)-aminomethyl-3-[4′-methylsulfinyl-3′-fluorophenyl]oxazolidine-2-one (0.050 g, 0.184 mmol) and ethyl dithioacetate. Reaction was performed in DMF overnight. Yield 0.058 g (96%). M.p 158-60° C. MS (m/z): [M+H]+=331.