2-Chloroethyl methyl ether → N-[[(5S)-3-[3-fluoro-4-(2-methoxyethylsulfanyl)phenyl]-2-oxo-oxazolidin-5-yl]methyl]acetamide
Reaktionsgleichung
[C:1]([NH:4][CH2:5][C@@H:6]1[O:10][C:9](=[O:11])[N:8]([C:12]2[CH:17]=[CH:16][C:15]([S:18][C:19]([C:32]3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)=[C:14]([F:38])[CH:13]=2)[CH2:7]1)(=[O:3])[CH3:2].[CH3:39][O:40]CCCl>CN1CCCC1=O>[C:1]([NH:4][CH2:5][C@@H:6]1[O:10][C:9](=[O:11])[N:8]([C:12]2[CH:17]=[CH:16][C:15]([S:18][CH2:19][CH2:32][O:40][CH3:39])=[C:14]([F:38])[CH:13]=2)[CH2:7]1)(=[O:3])[CH3:2]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
Prepared according to Method B of the General Procedures for Preparation of 5-(S)-(N-Acylaminomethyl)-3-[4′-(substituted)thio-3′-fluorophenyl]oxazoli-dine-2-ones from 5-(S)-acetamidomethyl-3-[4′-(triphenylmethyl)thio-3′-fluorophenyl]oxazolidine-2-one with 2-chloroethyl methyl ether (0.036 g, 0.38 mmol) in N-methylpyrrolidine-2-one (1 mL). The synthesis was performed at r.t. for 2 h. The crude product was purified by TLC (eluent: 10% methanol in dichloromethane). Yield 0.034 g (52%). MS (m/z): 343 [M+H]+. 1H NMR.