Autor: |
Tachrim, Zetryana P., Oida, Kazuhiro, Ohashi, Fumina, Kurokawa, Natsumi, Wang, Lei, Suzuki, Takeyuki, Hashimoto, Makoto |
Zdroj: |
Letters in Organic Chemistry; August 2020, Vol. 17 Issue: 8 p645-653, 9p |
Abstrakt: |
α-Amino acid chlorides are reactive coupling agents in amide (peptide) formation. The Vilsmeier reagent ((chloromethylene)dimethylammonium chloride) offers a convenient way to prepare α-amino acid chlorides for peptide synthesis. Its use with N-trifluoracetyl (TFA)-protected isoleucine and allo-isoleucine is described. The 1H-NMR of the α-proton signal offers a convenient way to monitor the chirality retention in the acid chloride forming reaction and subsequent Friedel-Crafts acylation of arenes which result in α-amino acid aryl-ketone with no loss of chirality. |
Databáze: |
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