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...

Full description

Saved in:
Bibliographic Details
Published in:Russian journal of bioorganic chemistry Vol. 42; no. 6; pp. 672 - 676
Main Authors: Khomutov, M. A., Formanovsky, A. A., Mikhura, I. V., Vepsalainen, J., Kochetkov, S. N., De Biase, D., Khomutov, A. R.
Format: Journal Article
Language:English
Published: Moscow Pleiades Publishing 01-11-2016
Springer Nature B.V
Subjects:
Acids
Biochemistry
Biomedical and Life Sciences
Biomedicine
Bioorganic Chemistry
Butyric acid
Glutamic acid
Life Sciences
Organic Chemistry
glutamic acid
γ-aminobutyric acid (GABA)
phosphorus analogues
amino acids
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1068-1620
1608-330X
DOI:10.1134/S1068162016060042