Preparation of trimethylsilyl derivatives of thiamphenicol.
The silylation of thiamphenicol has been investigated. Treatment of thiamphenicol with hexamethyldisilazane or N-trimethylsilylimidazole, either alone or in the presence of trimethylchlorosilane, in acetonitrile or pyridine yields the bis(trimethylsily) (TMS) ether derivative. These procedures, however, cause to some extent the formation of 1-(p-methylsulphonylphenyl)-2-monochloroacetamido-1,3-propanediol. Silylation with N,O-bis(trimethylsilyl)acetamide gives, depending on the solvent used, the mono-, bis- and tris-TMS derivatives.
D000900:Anti-Bacterial Agents / Q000302:isolation & purification; D055598:Chemical Phenomena; D002621:Chemistry; D002849:Chromatography, Gas / Q000379:methods; D013058:Mass Spectrometry / Q000379:methods; D013329:Structure-Activity Relationship; D013839:Thiamphenicol / Q000302:isolation & purification; D014297:Trimethylsilyl Compounds
D000900:Anti-Bacterial Agents; D014297:Trimethylsilyl Compounds; D013839:Thiamphenicol