For trifluoroacylating primary and secondary amines, hydroxyl and thiol groups under mild non-acidic conditions.
N-Methyl-bis(trifluoroacetamide) (MBTFA) trifluoroacetylates primary and secondary amines, hydroxyl and thiol groups under mild non-acidic conditions. The principal by-product from the derivatization reaction is N-methyltrifluoroacetamide, which is stable, volatile and does not present problems in subsequent gas chromatography. Sullivan and Schewe (1) have reported using MBTFA to prepare volatile TFA derivatives of mono-, di- and tri-saccharides with good yield. Subsequent gas chromatography showed excellent separations with retention times substantially lower than the corresponding TMS derivatives, for all compounds tested.
Product Detail
Highlights
Trifluoroacetylates primary and secondary amines, as well as hydroxyl and thiol groups under mild nonacidic conditions
Principal byproduct from the derivatization reaction is N-methyltrifluoroacetamide, which is stable, volatile and does not present problems in subsequent GC
Produces very volatile derivatives of carbohydrates and can be used to selectively acylate amines in th presence of hydroxyl and carboxyl groups that have been protected by silyation
References
1.Sullivan, J. E., et al. (1977). Preparation and gas chromatography of highly volatile trifluoroacetylated carbohydrates using N-Methyl-bis(trifluoroacetamide). J. of Chromatography Science 15, 196.