This article is cited in 15 scientific papers (total in 15 papers)
Synthesis of 1S,5R- and 1R,5S-glycoluriles by diastereospecific α-ureidoalkylation of (S)/(R)-N-carbamoyl-α-amino acids with 4,5-dihydroxyimidazolidin-2-one
Abstract:
A diastereospecific method for the synthesis of individual enantiomers of 1S,5R- and 1R,5S-glycoluriles has been developed based on the α-ureidoalkylation of (S)/(R)-N-carbamoyl-α-amino acids with 4,5-dihydroxyimidazolidin-2-one.
Document Type:
Article
Language: English
Citation:
I. E. Chikunov, A. N. Kravchenko, P. A. Belyakov, K. A. Lyssenko, V. V. Baranov, O. V. Lebedev, N. N. Makhova, “Synthesis of 1S,5R- and 1R,5S-glycoluriles by diastereospecific α-ureidoalkylation of (S)/(R)-N-carbamoyl-α-amino acids with 4,5-dihydroxyimidazolidin-2-one”, Mendeleev Commun., 14:6 (2004), 253–255
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https://www.mathnet.ru/eng/mendc/v14/i6/p253
This publication is cited in the following 15 articles:
I. S. Ryzhkina, L. I. Murtazina, “Physicochemical patterns of dilute aqueous solutions of biologically active substances: a relationship of self-organization, properties, and bioeffects”, Russ Chem Bull, 73:12 (2024), 3487
V. V. Baranov, T. N. Vol'khina, N. G. Kolotyrkina, A. N. Kravchenko, “Synthesis and crystal structures of novel glycoluril carboxylic acids conglomerates”, Mendeleev Commun., 32:4 (2022), 537–539
I. S. Ryzhkina, Yu. V. Kiseleva, L. I. Murtazina, O. A. Mishina, A. P. Timosheva, S. Yu. Sergeeva, V. V. Baranov, A. N. Kravchenko, A. I. Konovalov, “Self-organization and chirality in the high dilution solutions of glycoluril enantiomers with (R)- and (S)-methionine moieties”, Mendeleev Commun., 25:1 (2015), 72–74
R. G. Kostyanovsky, G. K. Kadorkina, I. S. Bushmarinov, K. A. Lyssenko, I. I. Chervin, V. R. Kostyanovsky, “Synthesis of chiral glycolurils from (S)-(+)- and (R)-(-)-1-sec-butyl-3-methylurea”, Chem Heterocycl Comp, 48:5 (2012), 766
A. N. Kravchenko, V. V. Baranov, L. V. Anikina, Yu. B. Vikharev, I. S. Bushmarinov, Yu. V. Nelyubina, “Neuroprotective Activity of (+)-(S)-2-[(1S,5R)-(3,7-Dioxo-2,4,6,8-Tetraazabicyclo[3.3.0]oct-2-yl)]-4-methylthiobutanoic acid”, Russ J Bioorg Chem, 38:5 (2012), 550
A. N. Kravchenko, K. A. Lyssenko, I. E. Chikunov, P. A. Belyakov, M. M. Il'in, V. V. Baranov, Yu. V. Nelyubina, V. A. Davankov, T. S. Pivina, N. N. Makhova, M. Yu. Antipin, “4,5-Dihydroxyimidazolidin-2-ones in the α-ureidoalkylation reaction of N-(carboxyalkyl)-, N-(hydroxyalkyl)-, and N-(aminoalkyl)ureas 1. α-Ureidoalkylation of N-(carboxyalkyl)ureas”, Russ Chem Bull, 58:2 (2009), 395
V. V. Baranov, A. N. Kravchenko, P. A. Belyakov, N. N. Makhova, “New generation of enantiomerically pure N-α-carboxyalkylglycolurils”, Mendeleev Commun., 18:2 (2008), 96–98
A. N. Kravchenko, E. Yu. Maksareva, S. V. Vasilevskii, O. V. Lebedev, K. A. Lyssenko, “A new approach to the synthesis of 1,3-dimethyl-4,5-disubstituted imidazolidin-2-ones”, Mendeleev Commun., 18:1 (2008), 45–47
A. N. Kravchenko, G. A. Gazieva, A. S. Sigachev, E. Yu. Maksareva, K. A. Lyssenko, N. N. Makhova, “Two-step α-ureidoalkylation of ureas with 4,5-dihydroxyimidazolidin-2-ones”, Russ Chem Bull, 56:1 (2007), 148
I. E. Chikunov, A. N. Kravchenko, N. N. Makhova, “Synthesis of enantiomerically pure fused polyheterocyclic glycolurils based on (S)- α-amino acids”, Mendeleev Commun., 17:6 (2007), 321–322
A. N. Kravchenko, A. S. Sigachev, G. A. Gazieva, E. Yu. Maksareva, N. S. Trunova, K. A. Chegaev, K. A. Lyssenko, D. V. Lyubetsky, M. I. Struchkova, M. M. Il'in, V. A. Davankov, O. V. Lebedev, N. N. Makhova, V. A. Tartakovsky, “Reaction of N-alkylglycolurils with electrophilic reagents”, Chem Heterocycl Compd, 42:3 (2006), 365
A. S. Sigachev, A. N. Kravchenko, P. A. Belyakov, O. V. Lebedev, N. N. Makhova, “α-Ureidoalkylation of thiosemicarbazide and aminoguanidine”, Russ Chem Bull, 55:5 (2006), 865
A. S. Sigachev, A. N. Kravchenko, E. Yu. Maksareva, B. V. Lozhkin, K. A. Lyssenko, N. N. Makhova, “The first synthesis of assemblies of imidazolidine rings by α-ureidoalkylation of imidazolidin-2-one with 4,5-dihydroxyimidazolidin-2-ones”, Mendeleev Commun., 16:2 (2006), 80–82
Il'ya E. Chikunov, Angelina N. Kravchenko, Pavel A. Belyakov, Konstantin A. Lyssenko, Vladimir V. Baranov, Oleg V. Lebedev, Nina N. Makhova, “Synthesis of 1S,5R‐ and 1R,5S‐Glycoluriles by Diastereospecific α‐Ureidoalkylation of (S)/(R)‐N‐Carbamoyl‐α‐amino Acids with 4,5‐Dihydroxyimidazolidin‐2‐one.”, ChemInform, 36:21 (2005)
I. E. Chikunov, A. N. Kravchenko, P. A. Belyakov, O. V. Lebedev, N. N. Makhova, “Synthesis of (S)-N-hydantoinoalkylglycoluriles by one-pot double cyclisation of chiral α,ω-diureido acids under the action of 4,5-dihydroxyimidazolidin-2-ones”, Mendeleev Commun., 15:2 (2005), 67–69
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