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An efficient one-pot synthesis of bis(α-aminoalkyl)phosphinic acids, phosphorus-isosteric analogues of HIV protease inhibitors

Alexey Vladimirovich Borodachev 1
Alexey Vladimirovich Borodachev
Andrey Sergeyevich Starikov 1
Andrey Sergeyevich Starikov
Alexey V Afanasyev 1
Alexey V Afanasyev
Maxim E Dmitriev 1
Maxim E Dmitriev
Boris Vladimirovich Lednev 1
Boris Vladimirovich Lednev
Valery Vladimirovich Ragulin 1
Valery Vladimirovich Ragulin
Published 2018-04-27
CommunicationVolume 28, Issue 3, 295-296
3
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Vinyukov A. V. et al. An efficient one-pot synthesis of bis(α-aminoalkyl)phosphinic acids, phosphorus-isosteric analogues of HIV protease inhibitors // Mendeleev Communications. 2018. Vol. 28. No. 3. pp. 295-296.
GOST all authors (up to 50) Copy
Vinyukov A. V., Borodachev A. V., Starikov A. S., Afanasyev A. V., Dmitriev M. E., Lednev B. V., Ragulin V. V. An efficient one-pot synthesis of bis(α-aminoalkyl)phosphinic acids, phosphorus-isosteric analogues of HIV protease inhibitors // Mendeleev Communications. 2018. Vol. 28. No. 3. pp. 295-296.
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TY - JOUR
DO - 10.1016/j.mencom.2018.05.022
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2018.05.022
TI - An efficient one-pot synthesis of bis(α-aminoalkyl)phosphinic acids, phosphorus-isosteric analogues of HIV protease inhibitors
T2 - Mendeleev Communications
AU - Vinyukov, Alexey Vladimirovich
AU - Borodachev, Alexey Vladimirovich
AU - Starikov, Andrey Sergeyevich
AU - Afanasyev, Alexey V
AU - Dmitriev, Maxim E
AU - Lednev, Boris Vladimirovich
AU - Ragulin, Valery Vladimirovich
PY - 2018
DA - 2018/04/27
PB - Mendeleev Communications
SP - 295-296
IS - 3
VL - 28
ER -
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@article{2018_Vinyukov,
author = {Alexey Vladimirovich Vinyukov and Alexey Vladimirovich Borodachev and Andrey Sergeyevich Starikov and Alexey V Afanasyev and Maxim E Dmitriev and Boris Vladimirovich Lednev and Valery Vladimirovich Ragulin},
title = {An efficient one-pot synthesis of bis(α-aminoalkyl)phosphinic acids, phosphorus-isosteric analogues of HIV protease inhibitors},
journal = {Mendeleev Communications},
year = {2018},
volume = {28},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2018.05.022},
number = {3},
pages = {295--296},
doi = {10.1016/j.mencom.2018.05.022}
}
MLA
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Vinyukov, Alexey Vladimirovich, et al. “An efficient one-pot synthesis of bis(α-aminoalkyl)phosphinic acids, phosphorus-isosteric analogues of HIV protease inhibitors.” Mendeleev Communications, vol. 28, no. 3, Apr. 2018, pp. 295-296. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2018.05.022.

Abstract

An acid-catalyzed three-component reaction between hypophosphorous acid, aldehydes and alkyl carbamates under mild conditions afforded bis(α-aminoalkyl)phosphinic acids. The proposed facile single-stage protocol is prospective for expansion of a range of phosphinic analogues of HIV protease inhibitors.

References

2.
Non-peptide-based inhibitors of human immunodeficiency virus-1 protease
Peyman A., Stahl W., Wagner K., Ruppert D., Budt K.
Bioorganic and Medicinal Chemistry Letters, 1994
3.
New hybrid transition state analog inhibitors of HIV protease with peripheric C2-symmetry
Stowasser B., Budt K., Jian-Qi L., Peyman A., Ruppert D.
Tetrahedron Letters, 1992
4.
C2-symmetric phosphinic acid inhibitors of HIV protease
Peyman A., Budt K., Spanig J., Stowasser B., Ruppert D.
Tetrahedron Letters, 1992
5.
10.1016/j.mencom.2018.05.022_bib0025
Maier
Elem., 1992
6.
Amidoalkylation of phosphorous acid
Vinyukov A.V., Dmitriev M.E., Ragulin V.V.
Russian Journal of General Chemistry, 2015
7.
10.1016/j.mencom.2018.05.022_bib0035
Vinyukov
2017
9.
Inhibition of human immunodeficiency virus-1 protease by a C2-symmetric phosphinate. Synthesis and crystallographic analysis
Abdel-Meguid S.S., Zhao B., Murthy K.H., Winborne E., Choi J.K., DesJarlais R.L., Minnich M.D., Culp J.S., Debouck C.
Biochemistry, 1993