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

M. A. Khomutov; A. A. Formanovsky; I. V. Mikhura; J. Vepsalainen; S. N. Kochetkov; D. De Biase; A. R. Khomutov

doi:10.1134/S1068162016060042

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

Авторы: Khomutov M.¹, Formanovsky A.², Mikhura I.², Vepsalainen J.³, Kochetkov S.¹, De Biase D.⁴, Khomutov A.¹
Учреждения:
1. Engelhardt Institute of Molecular Biology
2. Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry
3. School of Pharmacy
4. Istituto Pasteur Italia–Fondazione Cenci Bolognetti, Department of Medico-Surgical Sciences and Biotechnologies
Выпуск: Том 42, № 6 (2016)
Страницы: 672-676
Раздел: Article
URL: https://journals.rcsi.science/1068-1620/article/view/228234
DOI: https://doi.org/10.1134/S1068162016060042
ID: 228234

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Аннотация

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.