369-16-4Relevant academic research and scientific papers
Synthesis of chiral N-trifluoroacetyl-methionine derivatives and applying them as acyl donors for Friedel-Crafts acylation
Kurokawa, Natsumi,Tokoro, Yurika,Tachrim, Zetryana Puteri,Wakasa, Haruna,Sakihama, Yasuko,Hashidoko, Yasuyuki,Hashimoto, Makoto
, p. 42 - 49 (2019/04/17)
A chiral N-protected -amino acid N-hydroxysuccinimide ester (OSu) is a common useful reagent for peptide bond formation. Recently, N-trifluoroacetyl (TFA) -amino acid OSu esters have been reported as acyl donors for Frieldel–Crafts reactions to synthesize
Kinetic resolution of protected α-amino acid derivatives by a chiral O-nucleophilic acyl transfer catalyst
Notte, Gregory T.,Sammakia, Tarek
, p. 4230 - 4231 (2007/10/03)
The kinetic resolution of α-trifluoroacetamido N-acyl oxazolidinethiones using 5-10% of the chiral, nonracemic O-nucleophilic acyl transfer catalyst 2 is described. A variety of substrates participate in this reaction in excellent yields, with s-factors ranging from 20 to 86. Copyright
Effect of N-trifluoroacetyl derivatives of amino acids and amino acid analogs on microbial antitumor screen
Otani,Briley
, p. 496 - 499 (2007/10/05)
Eighteen trifluoroacetyl derivatives of amino acids and of amino acid analogs were prepared and tested for growth-inhibitory activity. Of the compounds tested, the trifluoroacetyl derivatives of o-, m-, and p-fluorophenylalanine and β-3-thienylalanine showed modest activity; trifluoroacetyl derivatives of phenylalanine and of β-2-thienylalanine showed marginal activity. The activity exhibited by the active trifluoroacetyl compounds was equal to that noted for most active chloroacetyl derivatives reported previously, as judged by comparison of their activity with that of chloroacetyl-m-fluorophenylalanine. No reversal of inhibition was noted when a representative of these inhibitors was challenged with a corresponding natural metabolite, both as free amino acid and as a noninhibitory acylated compound.
