Convenient syntheses of phosphinic analogues of γ-aminobutyric- and glutamic acids

Convenient syntheses of phosphinic analogues of γ-aminobutyric- and glutamic acids

Three-steps, one-pot synthesis of 2-amino-4-(hydroxyphosphinyl)butyric acid from dibutyl ester of vinylphosphinic acid was carried out with an overall yield of 66%. 3-Aminopropylphosphinic acid was prepared from allylamine in three steps with an overall yield of 56%. These improved protocols allowed...

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Veröffentlicht in:Russian journal of bioorganic chemistry 2016-11, Vol.42 (6), p.672-676
Hauptverfasser: Khomutov, M. A., Formanovsky, A. A., Mikhura, I. V., Vepsalainen, J., Kochetkov, S. N., De Biase, D., Khomutov, A. R.
Format: Artikel
Sprache:eng
Schlagworte:
Acids
Biochemistry
Biomedical and Life Sciences
Biomedicine
Bioorganic Chemistry
Butyric acid
Glutamic acid
Life Sciences
Organic Chemistry
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Zusammenfassung:Three-steps, one-pot synthesis of 2-amino-4-(hydroxyphosphinyl)butyric acid from dibutyl ester of vinylphosphinic acid was carried out with an overall yield of 66%. 3-Aminopropylphosphinic acid was prepared from allylamine in three steps with an overall yield of 56%. These improved protocols allowed to obtain these commercially unavailable phosphinic analogues of glutamic acid and GABA for testing on potential molecular targets.
ISSN:1068-1620
1608-330X
DOI:10.1134/S1068162016060042