|
Hokkaido University Collection of Scholarly and Academic Papers >
Graduate School of Agriculture / Faculty of Agriculture >
Peer-reviewed Journal Articles, etc >
Synthesis of chiral N-trifluoroacetyl-methionine derivatives and applying them as acyl donors for Friedel-Crafts acylation
This item is licensed under:Creative Commons Attribution-NonCommercial 4.0 International
| Title: | Synthesis of chiral N-trifluoroacetyl-methionine derivatives and applying them as acyl donors for Friedel-Crafts acylation |
| Authors: | Kurokawa, Natsumi Browse this author | | Tokoro, Yurika Browse this author | | Tachrim, Zetryana Puteri Browse this author | | Wakasa, Haruna Browse this author | | Sakihama, Yasuko Browse this author →KAKEN DB | | Hashidoko, Yasuyuki Browse this author →KAKEN DB | | Hashimoto, Makoto Browse this author →KAKEN DB |
| Keywords: | Trifluoroacetamide | | alpha-amino acid | | N-hydroxysuccinimide ester | | Friedel-Crafts acylation | | alpha-amino phenyl ketone |
| Issue Date: | 20-Jan-2019 |
| Publisher: | ARKAT USA, INC. |
| Journal Title: | Arkivoc |
| Volume: | 5 |
| Start Page: | 42 |
| End Page: | 49 |
| Publisher DOI: | 10.24820/ark.5550190.p010.815 |
| 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. |
| Rights: | https://creativecommons.org/licenses/by-nc/4.0/ |
| Type: | article |
| URI: | http://hdl.handle.net/2115/75685 |
| Appears in Collections: | 農学院・農学研究院 (Graduate School of Agriculture / Faculty of Agriculture) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
|
|
