Standard

A search for synthetic routes to tetrabenzylglycoluril. / Sinitsyna, Anastasia A.; Il’yasov, Sergey G.; Chikina, Maya V. et al.

In: Chemical Papers, Vol. 74, No. 3, 01.03.2020, p. 1019-1025.

Research output: Contribution to journal › Article › peer-review

Harvard

Sinitsyna, AA, Il’yasov, SG, Chikina, MV, Eltsov, IV & Nefedov, AA 2020, 'A search for synthetic routes to tetrabenzylglycoluril', Chemical Papers, vol. 74, no. 3, pp. 1019-1025. https://doi.org/10.1007/s11696-019-00941-4

APA

Sinitsyna, A. A., Il’yasov, S. G., Chikina, M. V., Eltsov, I. V., & Nefedov, A. A. (2020). A search for synthetic routes to tetrabenzylglycoluril. Chemical Papers, 74(3), 1019-1025. https://doi.org/10.1007/s11696-019-00941-4

Vancouver

Sinitsyna AA, Il’yasov SG, Chikina MV, Eltsov IV, Nefedov AA. A search for synthetic routes to tetrabenzylglycoluril. Chemical Papers. 2020 Mar 1;74(3):1019-1025. doi: 10.1007/s11696-019-00941-4

Author

Sinitsyna, Anastasia A. ; Il’yasov, Sergey G. ; Chikina, Maya V. et al. / A search for synthetic routes to tetrabenzylglycoluril. In: Chemical Papers. 2020 ; Vol. 74, No. 3. pp. 1019-1025.

BibTeX

@article{35f13de5516f48f0b885b1b20edb44d4,
title = "A search for synthetic routes to tetrabenzylglycoluril",
abstract = "In this study, a search for synthetic routes to never-before-seen tetrabenzylglycoluril was made and two synthetic strategies were examined: condensation of 1,3-dibenzylurea with glyoxal, and N-alkylation of glycoluril and its disubstituted derivative. The first synthetic approach furnished only a condensation product, 3,3′-bi(6,8-dibenzyl-2,4-dioxa-9,8-diazabicyclo[3.3.0]octan-7-one, bearing the dioxolane moiety, in 24% yield. The second method in which 2,6-dibenzylglycoluril was reacted with BnCl in acetonitrile in the presence of KOH for 3 h afforded the target product tetrabenzylglycoluril in over 60% yield.",
keywords = "Benzylation, Condensation, Glycoluril, Glyoxal, Tetrabenzylglycoluril",
author = "Sinitsyna, {Anastasia A.} and Il{\textquoteright}yasov, {Sergey G.} and Chikina, {Maya V.} and Eltsov, {Ilia V.} and Nefedov, {Andrey A.}",
note = "This work was performed using instruments provided by the Biysk Regional Center for Shared Use of Scientific Equipment of the SB RAS (IPCET SB RAS, Biysk).",
year = "2020",
month = mar,
day = "1",
doi = "10.1007/s11696-019-00941-4",
language = "English",
volume = "74",
pages = "1019--1025",
journal = "Chemical Papers",
issn = "0366-6352",
publisher = "Springer International Publishing AG",
number = "3",

}

RIS

TY - JOUR

T1 - A search for synthetic routes to tetrabenzylglycoluril

AU - Sinitsyna, Anastasia A.

AU - Il’yasov, Sergey G.

AU - Chikina, Maya V.

AU - Eltsov, Ilia V.

AU - Nefedov, Andrey A.

N1 - This work was performed using instruments provided by the Biysk Regional Center for Shared Use of Scientific Equipment of the SB RAS (IPCET SB RAS, Biysk).

PY - 2020/3/1

Y1 - 2020/3/1

N2 - In this study, a search for synthetic routes to never-before-seen tetrabenzylglycoluril was made and two synthetic strategies were examined: condensation of 1,3-dibenzylurea with glyoxal, and N-alkylation of glycoluril and its disubstituted derivative. The first synthetic approach furnished only a condensation product, 3,3′-bi(6,8-dibenzyl-2,4-dioxa-9,8-diazabicyclo[3.3.0]octan-7-one, bearing the dioxolane moiety, in 24% yield. The second method in which 2,6-dibenzylglycoluril was reacted with BnCl in acetonitrile in the presence of KOH for 3 h afforded the target product tetrabenzylglycoluril in over 60% yield.

AB - In this study, a search for synthetic routes to never-before-seen tetrabenzylglycoluril was made and two synthetic strategies were examined: condensation of 1,3-dibenzylurea with glyoxal, and N-alkylation of glycoluril and its disubstituted derivative. The first synthetic approach furnished only a condensation product, 3,3′-bi(6,8-dibenzyl-2,4-dioxa-9,8-diazabicyclo[3.3.0]octan-7-one, bearing the dioxolane moiety, in 24% yield. The second method in which 2,6-dibenzylglycoluril was reacted with BnCl in acetonitrile in the presence of KOH for 3 h afforded the target product tetrabenzylglycoluril in over 60% yield.

KW - Benzylation

KW - Condensation

KW - Glycoluril

KW - Glyoxal

KW - Tetrabenzylglycoluril

UR - http://www.scopus.com/inward/record.url?scp=85074005719&partnerID=8YFLogxK

U2 - 10.1007/s11696-019-00941-4

DO - 10.1007/s11696-019-00941-4

M3 - Article

AN - SCOPUS:85074005719

VL - 74

SP - 1019

EP - 1025

JO - Chemical Papers

JF - Chemical Papers

SN - 0366-6352

IS - 3

ER -

ID: 21993742