Back to Search
Start Over
Synthesis of chiral N-trifluoroacetyl-methionine derivatives and applying them as acyl donors for Friedel-Crafts acylation
- Source :
- ARKIVOC, Vol 2019, Iss 5, Pp 42-49 (2019)
- Publication Year :
- 2019
- Publisher :
- ARKAT USA, Inc., 2019.
-
Abstract
- A chiral N-protected alpha-amino acid N-hydroxysuccinimide ester (OSu) is a common useful reagent for peptide bond formation. Recently, N-trifluoroacetyl (TFA) alpha-amino acid OSu esters have been reported as acyl donors for Frieldel-Crafts reactions to synthesize chiral alpha-amino phenyl ketones retaining the configurations of the starting alpha-amino acids. There are few reports for chiral TFA protected methionine, which has methylthioethyl structure in the side-chain of the alpha-amino acid. The detailed synthesis of chiral TFA-Met-OSu and its application as an acyl donor for Friedel-Crafts acylation is reported.
- Subjects :
- Methionine
Chemistry
Organic Chemistry
α-amino acid
Friedel–Crafts acylation
Friedel-Crafts acylation
α-amino phenyl ketone
lcsh:QD241-441
chemistry.chemical_compound
lcsh:Organic chemistry
alpha-amino phenyl ketone
N-hydroxysuccinimide ester
Trifluoroacetamide
Alpha amino acid
Organic chemistry
alpha-amino acid
Friedel–Crafts reaction
Subjects
Details
- ISSN :
- 15517012
- Volume :
- 2019
- Database :
- OpenAIRE
- Journal :
- Arkivoc
- Accession number :
- edsair.doi.dedup.....614bcbfb63fb7efb6660fbd1cd798adb